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

HRID 444423

反応式

HRID 444423 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-a0cd57081ebf4a2eb7bdb5177d46e5e6
出典データセット
uspto-grants-1981_04
特許番号
US04264498

関連ノート

読み込み中…