Thionyl Chloride → 5-Chloro-2-methoxybenzoyl chloride
반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7](O)=[O:8].O=S(Cl)[Cl:15]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([Cl:15])=[O:8]참가 물질
4
실험 절차
5-Chloro-2-methoxybenzoic acid (11.3 g, 60.56 mmol) and SOCl2 (9 mL, 123.7 mmol) in toluene (20 mL) were heated gently while vigorous gas evolution occurred. After gas evolution had subsided, the reaction was heated to reflux for 1.5 h, cooled and stirred overnight at room temperature. The volatiles were evaporated in vacuo and the remaining material was treated with toluene and evaporated (2×) to remove excess SOCl2 to provide a white solid that was taken directly on to the next step without purification. 1H NMR (300 MHz, CDCl3) δ 3.92 (s, 3H), 6.95 (d, 1H), 7.53 (dd, 1H), 8.03 (d, 1H).
후처리
- temperaturethe reaction was heated
- temperatureto reflux for 1.5 h
- temperaturecooled
- customThe volatiles were evaporated in vacuo
- additionthe remaining material was treated with toluene
- customevaporated (2×)
- customto remove excess SOCl2
- customto provide a white solid that
- customwas taken directly on to the next step without purification
출처 및 근거
- ORD 기록
- ord-7d6c7a2dd55e4ebe90303567f09ff2a2
- 출처 데이터셋
- uspto-grants-2014_09
- 특허 번호
- US08835475B2
반응 노트
불러오는 중…