Benzylamine → N-Benzyl-5-hydroxycyclohex-3-enecarboxamide

반응식

[CH:1]12[CH2:9][CH:5]([O:6][C:7]1=[O:8])[CH:4]=[CH:3][CH2:2]2.[CH2:10]([NH2:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:10]([NH:17][C:7]([CH:1]1[CH2:9][CH:5]([OH:6])[CH:4]=[CH:3][CH2:2]1)=[O:8])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

반응물 2

HCID 7504Benzylamine

HCID 3767596-Oxabicyclo[3.2.1]oct-3-en-7-one

생성물 1

HCID 15064680N-Benzyl-5-hydroxycyclohex-3-enecarboxamide수율 78.2%

실험 절차

To 6-oxabicyclo[3.2.1]oct-3-en-7-one (2.6 g, 21 mmol) in xylenes (50 ml) under nitrogen was added benzylamine (3.42 g, 32 mmol). The mixture was heated under reflux for 16 h, then cooled to room temperature. The heavy white precipitate was collected by filtration, and recrystallized from dichloromethane/hexane to give the amide as a white solid (3.8 g, 78%, m.p. 127-128° C.).

후처리

temperatureThe mixture was heated
temperatureunder reflux for 16 h
filtrationThe heavy white precipitate was collected by filtration
customrecrystallized from dichloromethane/hexane

출처 및 근거

ORD 기록: ord-c75270c713304e6cb394d804eee0ba21
출처 데이터셋: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07897611B2

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