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

HRID 481001

反応式

HRID 481001 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%)

後処理

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

出典と根拠

ORDレコード
ord-6b4aafe92c4d4ba099784bdb87349e3f
出典データセット
uspto-grants-2003_11
特許番号
US06653313B2

関連ノート

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