Water → N-tert-butoxycarbonyl-2-(4-hydroxyphenyl)glycine phenacyl ester

HRID 444423

반응식

HRID 444423 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:20](Br)[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:22].[OH-].[Na+].O>CN(C)C=O>[CH2:20]([O:11][C:10](=[O:12])[CH:9]([C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)[NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:22]

참가 물질

6

반응물 4

HCID 962WaterHCID 6259Phenacyl bromideHCID 14798Sodium HydroxideHCID 4189925N-Boc-4-Hydroxyphenyl-DL-glycine

생성물 1

HCID 20559123N-tert-butoxycarbonyl-2-(4-hydroxyphenyl)glycine phenacyl ester수율 99.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of N-tert-butoxycarbonyl-2-(4-hydroxyphenyl) glycine (9.18 g.), phenacyl bromide (6.86 g.) and sodium hydroxide (1.37 g.) in N,N-dimethylformamide (100 ml.) was stirred for 4 hours at ambient temperature. The reaction mixture was poured into water (500 ml.) and extracted three times with every 50 ml. portions of ethyl acetate. The combined extract was washed with water, dried over magnesium sulfate, and evaporated to dryness under reduced pressure to give an oily N-tert-butoxycarbonyl-2-(4-hydroxyphenyl)glycine phenacyl ester (13.19 g.).

후처리

  1. extractionextracted three times with every 50 ml
  2. extractionThe combined extract
  3. washwas washed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-a0cd57081ebf4a2eb7bdb5177d46e5e6
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04264498

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