Acetic Anhydride → HCID 178472001、化合物

HRID 561120

反応式

HRID 561120 の反応式
[F:1][C:2]1[C:15]([F:16])=[C:14]([F:17])[C:13]([F:18])=[CH:12][C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[CH3:19]C(OC(C)=O)=O.C(OCC)(OCC)OCC.[NH2:36][C:37]([CH3:42])([CH3:41])[CH2:38][CH2:39][OH:40]>C1(C)C=CC=CC=1>[F:1][C:2]1[C:15]([F:16])=[C:14]([F:17])[C:13]([F:18])=[CH:12][C:3]=1[C:4]([C:6](=[CH:19][NH:36][C:37]([CH3:42])([CH3:41])[CH2:38][CH2:39][OH:40])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]

参加物

6

反応物 4

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 600916Ethyl 3-oxo-(2,3,4,5-tetrafluorophenyl)propanoateHCID 6410003-Amino-3-methylbutan-1-ol

生成物 1

HCID 178472001HCID 178472001、化合物収率 73.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A stirred solution of ethyl (2,3,4,5-tetrafluorobenzoyl)acetate (3.73 g, 14.1 mmol), Ac2O (8.50 mL, 85.7 mmol) and triethyl orthoformate (4.70 mL, 28.2 mmol) was heated at 120° C. for 3 h. The mixture was concentrated in vacuo and dried under high vacuum. To the mixture of the residue in anhydrous toluene (50 mL) was added 3-amino-3-methyl-1-butanol (1.45 g, 14.1 mmol) in anhydrous toluene (20 mL) very slowly at 0° C. and stirred at room temperature for 2 h. The solvent was removed by evaporation. Flash chromatography (EtOAc:Hexane=1:1) of the residue gave ethyl 2-(2,3,4,5-tetrafluorobenzoyl)-3-[(1-hydroxy-3-methylbutane-3-yl)amino]acrylate as a colorless solid (3.91 g, 73%).

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. customdried under high vacuum
  3. additionTo the mixture of the residue in anhydrous toluene (50 mL)
  4. customThe solvent was removed by evaporation

出典と根拠

ORDレコード
ord-2a7aff729eb94143a6240a446c7bd47e
出典データセット
uspto-grants-2011_11
特許番号
US08063221B2

関連ノート

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