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

反応式

HRID 68566 の反応式
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]

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0caca6190e26406abd559db9e2830918
出典データセット
uspto-grants-2014_09
特許番号
US08822466B2

関連ノート

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