Dimethylformamide → HCID 131722221、化合物

HRID 1275435ノート

反応式

HRID 1275435 の反応式
[C:1]([C:4]1[CH:9]=[C:8]([Cl:10])[C:7](Cl)=[CH:6][C:5]=1C)(=[O:3])[CH3:2].[SH:13][CH2:14][C:15]([CH3:20])([CH3:19])[C:16]([OH:18])=[O:17].[CH3:21]N(C)C=O.C(=O)([O-])[O-].[K+].[K+]>O>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([S:13][CH2:14][C:15]([CH3:20])([CH3:19])[C:16]([OH:18])=[O:17])=[C:8]([Cl:10])[C:9]=1[CH3:21])(=[O:3])[CH3:2]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 2641172,2-dimethyl-3-sulfanylpropanoic acidHCID 11138168HCID 11138168、化合物

生成物 1

HCID 131722221HCID 131722221、化合物収率 78%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 100-ml three-necked round-bottomed flask was charged with 2.98 g (14.65 mmol) of 2-acetyl-4,5-dichlorotoluene, 1.72 g (12.84 mmol) of 3-mercaptopivalic acid and 15 ml of N,N-dimethylformamide under nitrogen atmosphere. Then, 3.04 g (22.00 mmol) of potassium carbonate was added. The reaction mixture was heated at 100~110° C. for 6 hours under nitrogen atmosphere. The reaction mixture was allowed to cool to room temperature, and about 150 ml of water was added. The mixture was washed with chloroform twice, and an aqueous layer was neutralized and acidified with a 5 wt % hydrochloric acid aqueous solution. A precipitated gummy substance was extracted with ethyl acetate, and an organic layer was washed with a 1 wt % hydrochloric acid aqueous solution, with water and with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure to give 3.02 g (yield 78%) of 3-(4-acetyl-2-chloro-methylphenylthio)pivalic acid.

後処理

  1. temperatureThe reaction mixture was heated at 100~110° C. for 6 hours under nitrogen atmosphere
  2. washThe mixture was washed with chloroform twice
  3. extractionA precipitated gummy substance was extracted with ethyl acetate
  4. washan organic layer was washed with a 1 wt % hydrochloric acid aqueous solution, with water and with a saturated sodium chloride aqueous solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThen, the solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-e7d8c0759c874612adf70846e156c823
出典データセット
uspto-grants-2000_12
特許番号
US06159904

反応ノート

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