Thionyl Chloride → 3-(Pentafluorosulfanyl)benzoyl chloride

HRID 717237노트

반응식

HRID 717237 반응식
[CH:1]1[CH:6]=[C:5]([S:7]([F:12])([F:11])([F:10])([F:9])[F:8])[CH:4]=[C:3]([C:13]([OH:15])=O)[CH:2]=1.O=S(Cl)[Cl:18]>>[F:8][S:7]([F:12])([F:11])([F:10])([F:9])[C:5]1[CH:4]=[C:3]([CH:2]=[CH:1][CH:6]=1)[C:13]([Cl:18])=[O:15]

참가 물질

3

반응물 2

HCID 24386Thionyl ChlorideHCID 27792093-(Pentafluorosulfanyl)benzoic acid

생성물 1

HCID 27792133-(Pentafluorosulfanyl)benzoyl chloride

실험 절차

A mixture of 3-(pentafluorothio)benzoic acid (Apollo Scientific, 0.42 g, 1.7 mmol) and SOCl2 (1.2 mL, 16.9 mmol) was warmed to reflux and was allowed to stir for 2 h. The mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was dissolved in toluene (5 mL) and was concentrated under reduced pressure. This dilution with toluene and concentration was repeated two additional times to remove residual thionyl chloride and afford 3-(pentafluoro-λ6-sulfanyl)benzoyl chloride, that was used directly below.

후처리

  1. temperaturewas warmed
  2. temperatureto reflux
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe residue was dissolved in toluene (5 mL)
  5. concentrationwas concentrated under reduced pressure
  6. concentrationThis dilution with toluene and concentration
  7. customto remove residual thionyl chloride

출처 및 근거

ORD 기록
ord-188d5ae00e6d461d88b6673fc9c6cc4e
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09193713B2

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