Thionyl Chloride → 5-Chloro-2-methoxybenzoyl chloride

HRID 78471

반응식

HRID 78471 반응식
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:4]=1[C:5](O)=[O:6].O=S(Cl)[Cl:15]>>[Cl:12][C:9]1[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[C:4]([CH:8]=1)[C:5]([Cl:15])=[O:6]

참가 물질

3

반응물 2

HCID 24386Thionyl ChlorideHCID 769705-Chloro-o-anisic acid

생성물 1

HCID 123841765-Chloro-2-methoxybenzoyl chloride

실험 절차

A solution of 2-methoxy-5-chlorobenzoic acid (0.22 g, 1.2 mmol) in 10 mL of SOCl2 was warmed to reflux and was allowed to stir for 2 hours. The mixture was cooled to ambient temperature and concentrated under reduced pressure. The crude material was diluted with 5 mL of toluene and concentrated under reduced pressure. This dilution with toluene and concentration was repeated two additional times to afford the title compound. 1H NMR (300 MHz, dimethylsulfoxide-d6) δ ppm 3.82 (s, 3H), 7.16 (d, J=8.8 Hz, 1H), 7.49-7.59 (m, 1H), 7.61 (d, J=2.7 Hz, 1H).

후처리

  1. temperatureto reflux
  2. concentrationconcentrated under reduced pressure
  3. additionThe crude material was diluted with 5 mL of toluene
  4. concentrationconcentrated under reduced pressure
  5. concentrationThis dilution with toluene and concentration

출처 및 근거

ORD 기록
ord-f4397415e27f47b59521dc2837957c0c
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841334B2

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