Trifluoroacetic anhydride → 1-(4-Bromo-5-methyl-thiophen-2-yl)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-en-1-one

HRID 68566

반응식

HRID 68566 반응식
FC(F)(F)C(OC(=O)C(F)(F)F)=O.[Br:14][C:15]1[CH:16]=[C:17]([C:21](=[O:37])[CH2:22][C:23]([C:29]2[CH:34]=[C:33]([Cl:35])[CH:32]=[C:31]([Cl:36])[CH:30]=2)(O)[C:24]([F:27])([F:26])[F:25])[S:18][C:19]=1[CH3:20]>C(N(CC)CC)C>[Br:14][C:15]1[CH:16]=[C:17]([C:21](=[O:37])[CH:22]=[C:23]([C:29]2[CH:34]=[C:33]([Cl:35])[CH:32]=[C:31]([Cl:36])[CH:30]=2)[C:24]([F:27])([F:25])[F:26])[S:18][C:19]=1[CH3:20]

참가 물질

4

반응물 2

HCID 9845Trifluoroacetic anhydrideHCID 86706646(4-Bromo-5-methyl-thiophen-2-yl)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-3-hydroxy-butan-1-one

생성물 1

HCID 867066471-(4-Bromo-5-methyl-thiophen-2-yl)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-en-1-one수율 89.9%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

Triethylamine (53 ml) and trifluoracetic anhydride (38 ml) are added to a solution of -(4-bromo-5-methyl-thiophen-2-yl)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-3-hydroxy-butan-1-one (110 g, 77% purity) at 0° C. After 12 hours at room temperature, the reaction is quenched with water (200 ml) and a saturated aqueous solution of NaHCO3. The aqueous phase is separated and further extracted with two times dichloromethane. The organic phases are combined, washed with water, dried over MgSO4 and concentrated in vacuo to yield 1-(4-bromo-5-methyl-thiophen-2-yl)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-en-1-one (95 g, 71% purity) as a brown oil. The crude product is used without further purification.

후처리

  1. customthe reaction is quenched with water (200 ml)
  2. customThe aqueous phase is separated
  3. extractionfurther extracted with two times dichloromethane
  4. washwashed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-0caca6190e26406abd559db9e2830918
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822466B2

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