3-Chloro-1-butene → 3-[4-(tert-Butoxycarbonyl)phenoxy]-1-butene

HRID 584154

반응식

HRID 584154 반응식
[OH:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])=[CH:4][CH:3]=1.[OH-].[Na+].Cl[CH:18]([CH3:21])[CH:19]=[CH2:20]>CN(C)C=O.O.C1(C)C=CC=CC=1>[C:9]([O:8][C:6]([C:5]1[CH:13]=[CH:14][C:2]([O:1][CH:19]([CH3:20])[CH:18]=[CH2:21])=[CH:3][CH:4]=1)=[O:7])([CH3:10])([CH3:11])[CH3:12]

참가 물질

7

반응물 3

HCID 112423-Chloro-1-buteneHCID 14798Sodium HydroxideHCID 117640tert-Butyl 4-hydroxybenzoate

생성물 1

HCID 858153853-[4-(tert-Butoxycarbonyl)phenoxy]-1-butene수율 60.2%

시약·촉매·용매 3

HCID 962Water용매HCID 1140Toluene용매HCID 6228Dimethylformamide용매

반응 조건

온도
45 °C

실험 절차

A solution of 1,1-dimethylethyl 4-hydroxybenzoate (5.0 g, 25.7 mmol) in N,N-dimethylformamide (35 ml) was treated with a solution of sodium hydroxide (1.14 g, 35.1 mmol) in water (2 mL). Then 3-chloro-1-butene (3.06 g, 33.8 mmol) was added and the resulting mixture was heated at 45° C. for 5 hours. The cooled mixture was diluted with toluene, washed with water, dried (magnesium sulfate) and concentrated under reduced pressure. Chromatography of the residue on silica gel (elution toluene-hexane, 1:1) gave 3.84 g (60%) of the title material as a clear oil.

후처리

  1. washwashed with water
  2. dry with materialdried (magnesium sulfate)
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-73c47ae0e65848279697a28c9936002c
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924391B2

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