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

HRID 324156ノート

反応式

HRID 324156 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

{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.

後処理

  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

出典と根拠

ORDレコード
ord-f7f6de8ed2ec4105a7df70badad5e3ab
出典データセット
uspto-grants-2001_04
特許番号
US06217793B1

反応ノート

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