Thionyl Chloride → HCID 20745768, 화합물

HRID 2307935노트

반응식

HRID 2307935 반응식
[CH3:1][C:2]([C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=1)([CH3:7])[CH2:3][C:4](O)=[O:5].S(Cl)([Cl:17])=O>CN(C=O)C.C1C=CC=CC=1>[CH3:1][C:2]([C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=1)([CH3:7])[CH2:3][C:4]([Cl:17])=[O:5]

참가 물질

5

반응물 2

HCID 24386Thionyl Chloride2회HCID 38711363-methyl-3-(4-methylphenyl)butanoic acid

생성물 1

HCID 20745768HCID 20745768, 화합물수율 107.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 241Benzene용매

실험 절차

A solution containing 3-methyl-3-(4-methylphenyl)butyric acid (8.5 g, 44.2 mmol) and anhydrous DMF (5 drops) in anhydrous benzene (110 mL) was refluxed under nitrogen as thionyl chloride (8.1 mL, 110 mmol)was added dropwise under nitrogen. The solution was refluxed an additional 15 h after complete addition of thionyl chloride. The dark brownish reaction mixture was allowed to cool to room temperature and concentrated under vacuum. TLC analysis of the crude material showed complete disappearance of the starting material. Presence of DMF was evident from the proton NMR. The crude material, 3-methyl-3-(4-methylphenyl)butyric acid chloride (305) (about 10 g), thus obtained was used in the next step without further purification.

후처리

  1. additionwas added dropwise under nitrogen
  2. temperatureThe solution was refluxed an additional 15 h
  3. customThe dark brownish reaction mixture
  4. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-24534b4b69a340cfa50104867f4a54e4
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06833372B2

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