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

HRID 732816

反応式

HRID 732816 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-b9162a7dbdd346cf923519bd1c60a8fd
出典データセット
uspto-grants-2009_09
特許番号
US07585977B2

関連ノート

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