Thionyl Chloride → HCID 20745768、化合物

HRID 2307935ノート

反応式

HRID 2307935 の反応式
[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]

参加物

5

反応物 2

HCID 24386Thionyl Chloride2 回HCID 38711363-methyl-3-(4-methylphenyl)butanoic acid

生成物 1

HCID 20745768HCID 20745768、化合物収率 107.4%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 241Benzene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-24534b4b69a340cfa50104867f4a54e4
出典データセット
uspto-grants-2004_12
特許番号
US06833372B2

反応ノート

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