Pyridine → prop-2-en-1-yl N-[4-(hydroxymethyl)phenyl]carbamate

HRID 910755노트

반응식

HRID 910755 반응식
[C:1](Cl)([O:3][CH2:4][CH:5]=[CH2:6])=[O:2].[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][CH:10]=1.N1C=CC=CC=1>ClCCl>[CH2:4]([O:3][C:1](=[O:2])[NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][CH:10]=1)[CH:5]=[CH2:6]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 18052Allyl chloroformateHCID 693314-Aminobenzyl alcohol

생성물 1

HCID 64795250prop-2-en-1-yl N-[4-(hydroxymethyl)phenyl]carbamate수율 28.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

Alloc-Cl (537 g) in dichloromethane (5 ml) was added dropwise to a solution of (4-amino-phenyl)-methanol (500 mg) and pyridine (5 ml) in dichloromethane (5 ml). After stirring for 2 h, the reaction mixture was diluted with dichloromethane and washed with water. The organic layer was separated, dried (MgSO4), filtered and concentrated in vacuo. The title compound (243 mg) was obtained by recrystallization from dichloromethane. The mother liquor was chromatographed on silica gel in heptane/ethyl acetate=1/1 (v/v) as eluent which yielded another 245 mg of the title compound. Yield: 488 mg.

후처리

  1. washwashed with water
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a59ebdd299764efdbc4ee62f373048d0
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022218B2

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