HCID 70284941, 화합물 → 1-(5-Chloro-1-benzothiophen-3-yl)ethan-1-one

HRID 362264노트

반응식

HRID 362264 반응식
[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]

참가 물질

4

반응물 1

HCID 70284941HCID 70284941, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2718b0ddff354de397c9dcea6bf62b24
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05869492

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