Dimethylformamide → 4-Bromo-1-(chloromethyl)-2-methylbenzene
反応式
S(Cl)([Cl:3])=O.[Br:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12]O)=[C:8]([CH3:14])[CH:7]=1.CN(C)C=O>ClCCl>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][Cl:3])=[C:8]([CH3:14])[CH:7]=1参加物
5
実験手順
Add thionyl chloride (14.31 mL, 0.2 mol) to a solution of (4-bromo-2-methyl-phenyl)methanol (32.9 g, 0.16 mol) in dichloromethane (200 mL) and dimethylformamide (0.025 mol, 2.0 mL) at 0° C. After 1 hour at room temperature, pour the mixture into ice-water (100 g), extract with dichloromethane (300 mL), wash extract with 5% aq. sodium bicarbonate (30 mL) and brine (200 mL), dry over sodium sulfate, filter, and concentrate under reduced pressure to provide the crude title compound as a white solid (35.0 g, 0.16 mol). The material is used in the next step without further purification. 1H NMR (CDCl3): δ 2.38 (s, 3H), 4.52 (s, 2H), 7.13-7.35 (m, 3H).
後処理
- extractionextract with dichloromethane (300 mL)
- washwash
- extractionextract with 5% aq. sodium bicarbonate (30 mL) and brine (200 mL)
- dry with materialdry over sodium sulfate
- filtrationfilter
- concentrationconcentrate under reduced pressure
出典と根拠
- ORDレコード
- ord-af89bb47193c47289e16db8060fba86c
- 出典データセット
- uspto-grants-2014_07
- 特許番号
- US08785404B2
反応ノート
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