Acetic Anhydride → HCID 178472001, 화합물

HRID 561120

반응식

HRID 561120 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 178472001HCID 178472001, 화합물수율 73.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-2a7aff729eb94143a6240a446c7bd47e
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063221B2

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