HCID 70284941、化合物 → 1-(5-Chloro-1-benzothiophen-3-yl)ethan-1-one

HRID 362264ノート

反応式

HRID 362264 の反応式
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[S:6][CH2:7][CH:8]([C:9](=[O:18])[CH2:10]OC3C=CC=CC=3)[C:4]=2[CH:3]=1>S(=O)(=O)(O)O.C(O)(=O)C>[C:9]([C:8]1[C:4]2[CH:3]=[C:2]([Cl:1])[CH:20]=[CH:19][C:5]=2[S:6][CH:7]=1)(=[O:18])[CH3:10]

参加物

4

反応物 1

HCID 70284941HCID 70284941、化合物

生成物 1

HCID 113901951-(5-Chloro-1-benzothiophen-3-yl)ethan-1-one収率 101.2%

試薬・触媒・溶媒 2

HCID 1118Sulfuric Acid触媒HCID 176Acetic Acid溶媒

実験手順

A mixture of 1-(5-chloro-2,3-dihydrobenzo[b]thiophen-3-yl)-2-phenoxyethanone (15.3 g), acetic acid (75 ml) and concentrated sulphuric acid (15 drops) was heated at 90°-95° C. under nitrogen for 20 hours, then the solvent was removed in vacuo. The residue was partitioned between dichloromethane (250 ml) and 5M aqueous sodium hydroxide solution (100 ml), then the aqueous phase was separated and washed with dichloromethane (50 ml). The combined dichloromethane solutions were washed with water (100 ml), dried (MgSO4), and the solvent removed in vacuo to leave 3-acetyl-5-chlorobenzo[b]thiophen as a red-brown oil (10.7 g) which solidified slowly at ambient temperature.

後処理

  1. temperaturewas heated at 90°-95° C. under nitrogen for 20 hours
  2. customthe solvent was removed in vacuo
  3. customThe residue was partitioned between dichloromethane (250 ml) and 5M aqueous sodium hydroxide solution (100 ml)
  4. customthe aqueous phase was separated
  5. washwashed with dichloromethane (50 ml)
  6. washThe combined dichloromethane solutions were washed with water (100 ml)
  7. dry with materialdried (MgSO4)
  8. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-2718b0ddff354de397c9dcea6bf62b24
出典データセット
uspto-grants-1999_02
特許番号
US05869492

反応ノート

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