Thionyl Chloride → 5,7-Dichloro-2,3-dihydro-1H-inden-1-one

HRID 968072노트

반응식

HRID 968072 반응식
S(Cl)(Cl)=O.[Cl:5][C:6]1[CH:7]=[C:8]([CH2:13][CH2:14][C:15]([OH:17])=O)[CH:9]=[C:10]([Cl:12])[CH:11]=1>C(Cl)Cl>[Cl:12][C:10]1[CH:9]=[C:8]2[C:7](=[C:6]([Cl:5])[CH:11]=1)[C:15](=[O:17])[CH2:14][CH2:13]2

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 8193053-(3,5-Dichlorophenyl)propionic acid

생성물 1

HCID 222923465,7-Dichloro-2,3-dihydro-1H-inden-1-one수율 71.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Thionyl chloride (45.2 g) was added dropwise at 40° C. to a solution of 3-(3,5-di-chlorophenyl)propionic acid (54.8 g) in methylene chloride (200 ml). After reaction was complete, excess thionyl chloride and the solvent were removed by distillation. The oily residue was added dropwise at 40° C. to a suspension of aluminium chloride (66.7 g) in methylene chloride (200 ml). The reaction mixture was added to dilute hydrochloric acid after 18 hours at 40° C. The aqueous phase was separated off and extracted once with methylene chloride (250 ml). The combined organic phases were freed from the solvent. The residue was recrystallized from cyclohexane. 36 g of a colorless solid (m.p.: 119-120° C.) were obtained.

후처리

  1. customAfter reaction
  2. customexcess thionyl chloride and the solvent were removed by distillation
  3. additionThe oily residue was added dropwise at 40° C. to a suspension of aluminium chloride (66.7 g) in methylene chloride (200 ml)
  4. additionThe reaction mixture was added to dilute hydrochloric acid after 18 hours at 40° C
  5. customThe aqueous phase was separated off
  6. extractionextracted once with methylene chloride (250 ml)
  7. customThe residue was recrystallized from cyclohexane

출처 및 근거

ORD 기록
ord-3c13883f9dfe4507a6436cafe496a417
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06956129B2

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