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Triphenylphosphine → 1-t-Butoxycarbonyl-4-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}piperidine

HRID 743248
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HRID 743248 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[OH:17])[CH:6]=[CH:7][CH:8]=1.[C:18]([O:22][C:23]([N:25]1[CH2:30][CH2:29][CH:28](O)[CH2:27][CH2:26]1)=[O:24])([CH3:21])([CH3:20])[CH3:19].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C(Cl)Cl>[C:18]([O:22][C:23]([N:25]1[CH2:30][CH2:29][CH:28]([O:17][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][CH2:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH2:27][CH2:26]1)=[O:24])([CH3:21])([CH3:19])[CH3:20]
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참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 105854482-(2-(3-Methoxyphenyl)ethyl)phenol

생성물 1

HCID 106215801-t-Butoxycarbonyl-4-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}piperidine수율 46.1%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

Following a procedure similar to that described in Example 36(a), 456 mg of 2-[2-(3-methoxyphenyl)ethyl]phenol (prepared as described in Preparation 20), 600 mg of 1-t-butoxycarbonyl-4-hydroxypiperidine and 865 mg of triphenylphosphine were reacted with 575 mg of diethyl azodicarboxylate in 30 ml of methylene chloride. The reaction mixture was worked up as described in Example 6(a), and the crude product thus obtained was purified by column chromatography through silica gel, using a 4:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 379 mg (yield 46%) of the title compound as a colorless oil.

후처리

  1. customthe crude product thus obtained
  2. customwas purified by column chromatography through silica gel
  3. additionby volume mixture of hexane and ethyl acetate as the eluent

출처 및 근거

ORD 기록
ord-1303aeef297843a5b56dade2eb43b220
출처 데이터셋
uspto-grants-1996_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05556864

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