Triethylamine → Benzyl piperidine-1-carboxylate

HRID 1076

반응식

HRID 1076 반응식
O[CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.CCN(CC)CC.Cl[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17].C(Cl)(Cl)Cl.CO>C(Cl)Cl>[C:16]([N:5]1[CH2:6][CH2:7][CH2:2][CH2:3][CH2:4]1)([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 79341Piperidin-4-olHCID 21584188Chloroform methanol

생성물 1

HCID 228749Benzyl piperidine-1-carboxylate수율 59.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-Hydroxypiperidine (10.8 g, 107 mmol) and Et3N (17 mL, 123 mmol) in 80 mL of CH2Cl2 was cooled in an ice bath whereupon benzyl chloroformate (16.3 mL, 114 mmol) was added. After stirring 1.5 h at R.T. the mixture was subjected to standard work-up conditions to give 13.9 g (55%) of N-Cbz-piperidine after chromatography (CHCl3 /MeOH; 10:1). [1H]-NMR(CDCl3) consistent with structure.

후처리

  1. additionwas added

출처 및 근거

ORD 기록
ord-554bd9dd465641989667d60605d8d5a8
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723490

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