高等有機化學天津大學分子重排(編輯修改稿)
2024-10-23 01:40 本頁面
【文章內(nèi)容簡介】 h C C P hOO H3 O+P h 2 CC O O RO P h 2 CC O O RO HP h C C P hOOC H 3 C H OHP h C C H P hO O H 3 O +P h C C H P hO O HIf NaOH was replaced by NaOMe or tBuONa, αhydroxycarboxyester will be produced Usually, ethyloxy anion acts as a reduction reagent. 4 Beckmann Rearrangement CRR 39。NO HH + CRR 39。NH OCR 39。RNHOCC H 3P hNHOP C l 5CP h C H3NO He t h y l e t h e rThe group opposite to hydroxy will shift E t 2 O ,CP h C6 H 4 O C H 3NO HP C l 5 1 0 ℃ pm p 1 4 7 ℃CC 6 H 4 O C H 3P hNHO℃1 7 1m pCP hC6H4O C H3NH OU V l i g h t℃1 1 7m p p 1 0 ℃CC 6 H 4 O C H 3P hNHOP C l5E t 2 O ,m p 1 5 6 ℃B rNP hO 2 NO HP C l 5 H 2 OB rOO2 NN H P h C O O HB rO 2 NP h N H 2B rNP hO 2 NO HP C l 5N H C O P hB rO 2 NH 2 O P h C O O HN H 2B rO 2 NE t 2 OCC H 3 CNH OC 2 H 5HC H 2 C 2 H 5 H2 S O 4C H 3 C O N HCC 2 H 5HC H 2 C 2 H 5The shift will keep the stereostructure of chiral center 5 BaeyerVilliger Rearrangement C H 3 C P hOC F 3 C O 3 H C H 2 C l 2 C H 3 C O P hOC H 3 C O O E tC F 3 C O 3 HO OOC H 2 C l 2C F 3 C O O HOC H 3 C P hO H++C H 3 C P hO HC F 3 C O O HOC H 3 C P hO HC F 3 C O OO H+C H 3 C O P hO H+ C F 3 C O O HH +C H 3 C O P hOC H 3 C C HOP hC H 3* C H3 C O C HOP hC H 3C H C l 3P h C O 3 HC F 3 C O 3 HC H 2 C l 2C H 3 C O C ( C H 3 ) 3OC H 3 C C ( C H 3 ) 3OP h C C H 2 C H 3OP h O C O C H 2 C H 3OC H 2 C l 2C F 3 C O 3 HC F 3 C O 3 HC H 2 C l 2P h COP h O COGroup moved as the following order: tertiary alkyl＞ aryl＞ H＞ secondary alkyl ＞ primary alkyl＞ methyl P h CC H 3C H 3O O H H+CC H 3P hO O H 23C+H2O_ CC H 3O P hH3 C ++CC H 3O hH3 CH2OCC H 3O P hH 3 CO H 2++CC H 3O P hH 3 CO HH+P h O H C H 3 C C H 3O H+
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鄂ICP備17016276號-1