Pivaloyl chloride → 1-Benzothiophen-6-YL 2,2-dimethylpropanoate

HRID 748950

反応式

HRID 748950 の反応式
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[CH:7][C:8]([OH:10])=[CH:9][C:2]1=2.[CH3:11][C:12]([CH3:17])([CH3:16])[C:13](Cl)=[O:14]>N1C=CC=CC=1>[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[CH:7][C:8]([O:10][C:13](=[O:14])[C:12]([CH3:17])([CH3:16])[CH3:11])=[CH:9][C:2]1=2

参加物

4

反応物 2

HCID 62493Pivaloyl chlorideHCID 88004Benzo(b)thiophene-6-ol

生成物 1

HCID 690681281-Benzothiophen-6-YL 2,2-dimethylpropanoate収率 98%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Dissolve benzo[b]thiophen-6-ol (10 g, 67 mmol) in pyridine (300 mL). Add 2,2-dimethyl-propionyl chloride (38 mL, 308 mmol) dropwise, and stir at room temperature for 8 hours. Concentrate in vacuo to ¼ Volume, partition between ethyl acetate (250 mL) and water (250 mL). Separate layers, wash organic layer with water (250 mL) and brine (200 mL). Dry with magnesium sulfate, filter, and concentrate in vacuo to give 15 g of 2,2-dimethyl-propionic acid benzo[b]thiophen-6-yl ester (98%).

後処理

  1. concentrationConcentrate in vacuo
  2. custompartition between ethyl acetate (250 mL) and water (250 mL)
  3. washSeparate layers, wash organic layer with water (250 mL) and brine (200 mL)
  4. dry with materialDry with magnesium sulfate
  5. filtrationfilter
  6. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-2b05473bda7542f7bc2e58ea90b282e1
出典データセット
uspto-grants-2008_07
特許番号
US07399867B2

関連ノート

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