6.完成下列反应式(对于有两种产物的请标明主、次产物)-|||-(1) lt -CHO+N(H)_(2)- √-|||-(2) equiv CH+2C(H)_(2)O →-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-(3) bigcirc + 对甲基苯磺酸-|||-苯,加热-|||-H-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-(4) +N(H)_(2)OHarrow -|||-(5) =0 ./(HO)^- ._(2)O/(H)^+-|||-? ?-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-((C{H)_(3))}_(2)Cu(L)_(1) _(2)O-|||-(6)-|||-PhLi _(2)O-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C} bigcirc (1)PhMgBr-|||-bigcirc (2)(H)_(2)O-|||-(7)(Ph)^--|||-bigcirc (1)(C)_(2)(H)_(5)MgBr-|||-② _(2)O-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-(H)_(3)-|||-(8) +-|||-_(10)-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C} 0-|||-+-|||-(9) CHO _(10)-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-(10)C(H)_(3)CC(H)_(2)Br HOCH2CH2OH-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-(11) +(H)_(2) ykparallel c-|||-(H)_(3)-|||-(H)_(3)-|||-=0 (H)_(4)-|||-(12)H3C (CH3)2CHOH-|||-_(3)C-|||-(13) /-|||-LiBH(sec-Bu)36.完成下列反应式(对于有两种产物的请标明主、次产物)-|||-(1) lt -CHO+N(H)_(2)- √-|||-(2) equiv CH+2C(H)_(2)O →-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-(3) bigcirc + 对甲基苯磺酸-|||-苯,加热-|||-H-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-(4) +N(H)_(2)OHarrow -|||-(5) =0 ./(HO)^- ._(2)O/(H)^+-|||-? ?-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-((C{H)_(3))}_(2)Cu(L)_(1) _(2)O-|||-(6)-|||-PhLi _(2)O-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C} bigcirc (1)PhMgBr-|||-bigcirc (2)(H)_(2)O-|||-(7)(Ph)^--|||-bigcirc (1)(C)_(2)(H)_(5)MgBr-|||-② _(2)O-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-(H)_(3)-|||-(8) +-|||-_(10)-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C} 0-|||-+-|||-(9) CHO _(10)-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-(10)C(H)_(3)CC(H)_(2)Br HOCH2CH2OH-|||-O-|||-(14)Ph Mg _({H)_(3)O}^+-|||-苯-|||-0-|||-(15) _+(Br)_(2)xrightarrow [加热]({H)_(2)O,HOAC}-|||-O-|||-(16)Ph-|||- Ph+(H)_(2)overline (C)-overline (P)(H)_(3)arrow -|||-(17) +HCHOxrightarrow ({HO)^-}-|||-(18) bigcirc (1)=0+C(H)_(3)C(O)_(3)Hdfrac (C{H)_(3)COOE}({40)^circ C}-|||-(11) +(H)_(2) ykparallel c-|||-(H)_(3)-|||-(H)_(3)-|||-=0 (H)_(4)-|||-(12)H3C (CH3)2CHOH-|||-_(3)C-|||-(13) /-|||-LiBH(sec-Bu)3