Dicyclohexylcarbodiimide → (S)-4-[4'-(2''-methylbutylcarbonyloxy)phenyl]-1-benzyloxybenzene

HRID 324156노트

반응식

HRID 324156 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:22][C@@H:23]([CH2:28][CH3:29])[CH2:24][C:25](O)=[O:26].C1CCC(N=C=NC2CCCCC2)CC1>ClCCl>[CH3:22][C@@H:23]([CH2:28][CH3:29])[CH2:24][C:25]([O:21][C:18]1[CH:17]=[CH:16][C:15]([C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:10][CH:11]=2)=[CH:20][CH:19]=1)=[O:26]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 642230(S)-3-methyl-pentanoic acidHCID 152688474-(4-Benzyloxyphenyl)phenol

생성물 1

HCID 20645782(S)-4-[4'-(2''-methylbutylcarbonyloxy)phenyl]-1-benzyloxybenzene수율 92.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

{circle around (1)}: A mixture comprising 2.8 g of 4-(4′-benzyloxyphenyl)phenol, 1.2 g of (S)-2-methylbutylcarboxylic acid, 3.09 g of DCC and 15 g of dichloromethane was stirred at room temperature for 30 minutes. Then, a catalytic amount of 4-N,N-dimethylaminopyridine was added to the mixture, and the mixture was further stirred at room temperature for 12 hours. After finishing the reaction, insoluble substances were filtered off, followed by distilling off dichloromethane from the filtrate. The resultant residue was purified by means of silica gel column chromatography, whereby 3.5 g of (S)-4-[4′-(2″-methylbutylcarbonyloxy)phenyl]-1-benzyloxybenzene was obtained in the form of a colorless crystal.

후처리

  1. stirringthe mixture was further stirred at room temperature for 12 hours
  2. customthe reaction, insoluble substances
  3. filtrationwere filtered off
  4. distillationby distilling off dichloromethane from the filtrate
  5. customThe resultant residue was purified by means of silica gel column chromatography

출처 및 근거

ORD 기록
ord-f7f6de8ed2ec4105a7df70badad5e3ab
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06217793B1

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