Phenol → HCID 20312393、化合物

HRID 1973487ノート

反応式

HRID 1973487 の反応式
[CH2:1]([O:5][C:6](=[O:20])[CH:7](OC(=O)C)[NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:2][CH2:3][CH3:4].[C:21]1([OH:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.B(F)(F)F.CCOCC>C(Cl)Cl>[CH2:1]([O:5][C:6](=[O:20])[CH:7]([C:24]1[CH:25]=[CH:26][C:21]([OH:27])=[CH:22][CH:23]=1)[NH:8][C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])[CH2:2][CH2:3][CH3:4].[CH2:1]([O:5][C:6](=[O:20])[CH:7]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[OH:27])[NH:8][C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])[CH2:2][CH2:3][CH3:4]

参加物

6

反応物 3

HCID 996PhenolHCID 8000Boron trifluoride etherateHCID 20312395HCID 20312395、化合物

生成物 2

HCID 20312393HCID 20312393、化合物HCID 20312394N-t-butoxycarbonyl-2-(4-hydroxyphenyl)glycine n-butyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 1.5 g. (0.005 mol.) of N-t-butoxycarbonyl-2-acetoxyglycine n-butyl ester in 10 ml. of methylene chloride was slowly added over a one hour period to a stirred solution of 0.6 g. (0.006 mol.) of phenol and 0.1 ml. of boron trifluoride etherate in 15 ml. of methylene chloride. After three hours the reaction mixture was chromatographed on 50 g. of silica gel and eluted with methylene chloride containing increasing amounts of ethyl acetate to give N-t-butoxycarbonyl-2-(4-hydroxyphenyl)-glycine n-butyl ester and N-t-butoxycarbonyl-2-(2-hydroxyphenyl)glycine n-butyl ester.

後処理

  1. customAfter three hours the reaction mixture was chromatographed on 50 g
  2. washof silica gel and eluted with methylene chloride containing
  3. temperatureincreasing amounts of ethyl acetate

出典と根拠

ORDレコード
ord-99996877c49847c392eee5ccc2f2b8bf
出典データセット
uspto-grants-1976_12
特許番号
US03997584

反応ノート

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