1,3-Bis(diphenylphosphino)propane → Tert-butyl 3-hydroxy-4-(4-methoxycarbonylphenyl)piperidine-1-carboxylate

HRID 1004999

반응식

HRID 1004999 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH:9]2[OH:21])=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)CCCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C]=O>C(N(CC)CC)C>[OH:21][CH:9]1[CH:8]([C:5]2[CH:6]=[CH:7][C:2]([C:14]([O:16][CH3:17])=[O:15])=[CH:3][CH:4]=2)[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10]1

참가 물질

5

반응물 3

HCID 812191,3-Bis(diphenylphosphino)propaneHCID 54537313tert-butyl (3RS,4RS)-4-(4-bromophenyl)-3-hydroxy-piperidine-1-carboxylateHCID 178418416HCID 178418416, 화합물

생성물 1

HCID 53949513Tert-butyl 3-hydroxy-4-(4-methoxycarbonylphenyl)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

In an analogous manner to that described in Example 22(d), by carbonylating tert-butyl (3RS,4RS)-4-(4-bromo-phenyl)-3-hydroxy-piperidine-1-carboxylate using PdCl2 (CH3CN)2 and 1,3-bis(diphenylphosphino)-propane as the catalyst in the presence of triethylamine under 10 bar of carbon monoxide at 100° C. for 40 hours there was obtained tert-butyl (3RS,4RS)-3-hydroxy-4-(4-methoxycarbonyl-phenyl)-piperidine-1-carboxylate as white crystals; m.p.: 145.5-146° C., MS: 279 (M-C4H8)+.

후처리

  1. customat 100° C.
  2. customfor 40 hours

출처 및 근거

ORD 기록
ord-9748f4eb2b924b2d9e61fade7332c744
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06051712

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