(R,R)-Stilbene oxide → alpha-Phenyl-beta-[[2-(phenylmethoxy)propyl]amino]benzeneethanol

HRID 1681348

반응식

HRID 1681348 반응식
[CH:1]1[CH:2]=[CH:3][C:4]([C@H:7]2[O:9][C@@H:8]2[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:5][CH:6]=1.[CH2:16]([O:23][CH:24]([CH3:27])[CH2:25][NH2:26])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[C:10]1([CH:8]([OH:9])[CH:7]([NH:26][CH2:25][CH:24]([O:23][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:27])[C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=2)[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

참가 물질

3

반응물 2

HCID 185583(R,R)-Stilbene oxideHCID 2960152-(Benzyloxy)propan-1-amine

생성물 1

HCID 19806389alpha-Phenyl-beta-[[2-(phenylmethoxy)propyl]amino]benzeneethanol수율 75.2%

반응 조건

온도
140 °C

실험 절차

A mixture of trans-stilbene oxide (1.96 g, 0.010 mol) and 2-benzyloxypropylamine (2.48 g, 0.015 mol) was heated at 140° C. for 6 hours and then allowed to stand at ambient temperature for 12 hours. The solidified reaction mixture was triturated with petroleum ether and filtered to obtain 2.72 g of a solid. Mass spectral analysis showed starting materials present. Recrystallization from isooctane gave 2.16 g (60%) of the product as a white solid; mp 114°-119° C.

후처리

  1. customThe solidified reaction mixture
  2. customwas triturated with petroleum ether
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-439ae5a08b1241f3abeadb21b0bafc7d
출처 데이터셋
uspto-grants-1992_12
특허 번호
US05171753

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