Cyclopropyl methyl ketone → 1-Cyclopropyl-3-(2-methylthio-4-trifluoromethylphenyl)-1,3-propanedione

HRID 1019346

반응식

HRID 1019346 반응식
C[O-].[Na+].[CH3:4][S:5][C:6]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:7]=1[C:8]([O:10]C)=O.[CH3:20][C:21]([CH:23]1[CH2:25][CH2:24]1)=[O:22]>ClC1C=CC=CC=1>[CH:23]1([C:21](=[O:22])[CH2:20][C:8]([C:7]2[CH:12]=[CH:13][C:14]([C:16]([F:19])([F:18])[F:17])=[CH:15][C:6]=2[S:5][CH3:4])=[O:10])[CH2:25][CH2:24]1

참가 물질

5

반응물 3

HCID 13004Cyclopropyl methyl ketoneHCID 10942334Sodium MethoxideHCID 10944828Methyl 2-(methylthio)-4-(trifluoromethyl)benzoate

생성물 1

HCID 111201781-Cyclopropyl-3-(2-methylthio-4-trifluoromethylphenyl)-1,3-propanedione수율 99.3%

시약·촉매·용매 1

HCID 7964Chlorobenzene용매

반응 조건

온도
75 °C

실험 절차

Sodium methoxide (64 g, 1.15M) was added to a mixture of methyl 2-methylthio-4-trifluoromethylbenzoate (200 g, 0.8M) in chlorobenzene (380 g). The mixture was heated to 75° C. and cyclopropyl methyl ketone (75 g, 0.88M) added during 2 hours whilst maintaining stirring at 75° C. After 4 hours methanol was distilled under reduced pressure. the mixture cooled to 50° C., and water followed by sulphuric acid (53 g of 36N) added. The organic phase was distilled under reduced pressure to give 1-cyclopropyl-3-(2-methylthio-4-trifluoromethylphenyl)propane-1,3-dione as yellow crystals (240 g), m.p. 58-60° C. A yield of 88% was obtained. The purity of the product was 90%.

후처리

  1. temperaturewhilst maintaining
  2. distillationAfter 4 hours methanol was distilled under reduced pressure
  3. temperaturethe mixture cooled to 50° C.
  4. additionadded
  5. distillationThe organic phase was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-bf69f87a0bd1485ab4273d94effa8768
출처 데이터셋
uspto-grants-2002_11
특허 번호
US06486356B2

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