Phenol → HCID 20312393, 화합물

HRID 1973487노트

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HRID 1973487 반응식
[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]

참가 물질

6

반응물 3

HCID 996PhenolHCID 8000Boron trifluoride etherateHCID 20312395HCID 20312395, 화합물

생성물 2

HCID 20312393HCID 20312393, 화합물HCID 20312394N-t-butoxycarbonyl-2-(4-hydroxyphenyl)glycine n-butyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-99996877c49847c392eee5ccc2f2b8bf
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03997584

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