Triphenylphosphine → Methyl 3-[2-[2-(tritylamino)ethoxy)phenyl]propionate

HRID 481001

반응식

HRID 481001 반응식
N(C(OCC)=O)=NC(OCC)=O.[C:13]([NH:32][CH2:33][CH2:34][OH:35])([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[CH2:43][CH2:44][C:45]([O:47][CH3:48])=[O:46].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[C:13]([NH:32][CH2:33][CH2:34][O:35][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[CH2:43][CH2:44][C:45]([O:47][CH3:48])=[O:46])([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 2794569Methyl 3-(2-hydroxyphenyl)propionateHCID 31256082-((Triphenylmethyl)amino)ethanol

생성물 1

HCID 18765898Methyl 3-[2-[2-(tritylamino)ethoxy)phenyl]propionate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Diethyl azodicarboxylate (4.2 ml, 26.4 mmol) was added to a mixture of 2-(tritylamino)ethanol (6.08 g, 20.0 mmol), methyl 3-(2-hydroxyphenyl)propionate (5.00 g, 26.4 mmol), triphenylphosphine (6.91 g, 30.5 mmol) and THF (90 ml) at room temperature under nitrogen, and the mixture was standing for 20 hours at room temperature. The solvent was removed in vacuum. The residue was purified on SiO2, eluting with ethyl acetate-hexane (1:15), to afford the titled product as a colorless oil. (5.88 g, 49%)

후처리

  1. customThe solvent was removed in vacuum
  2. customThe residue was purified on SiO2
  3. washeluting with ethyl acetate-hexane (1:15)

출처 및 근거

ORD 기록
ord-6b4aafe92c4d4ba099784bdb87349e3f
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06653313B2

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