3-bromo-2,4-dimethylbenzoic acid → (3-Bromo-2,4-dimethylphenyl)methanol
反応式
[Br:1][C:2]1[C:3]([CH3:12])=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5](O)=[O:6]>C1COCC1>[Br:1][C:2]1[C:3]([CH3:12])=[C:4]([CH2:5][OH:6])[CH:8]=[CH:9][C:10]=1[CH3:11]参加物
3
実験手順
3-Bromo-2,4-dimethylbenzoic acid (6.50 g, 28.4 mmol), in THF (50 mL) was treated with borane tetrahydrofuran complex (42.6 mL, 42.6 mmol) and stirred for 12 h. Analysis by LC indicated that reaction had gone to completion. The solution was concentrated to dryness, redissolved in DCM, and washed with brine. The organic layer was dried over Na2SO4, filtered, and concentrated. The resulting (3-bromo-2,4-dimethylphenyl)methanol was used for the next step with out further purification. 1H-NMR (CDCl3, 500 MHz), δ 7.227 (d, J=7.5 Hz, 1H), 7.122 (d, J=7.5 Hz, 1H), 4.730 (m, 2H), 2.492 (s, 3H), 2.456 (s, 3H).
後処理
- customAnalysis by LC indicated that reaction
- concentrationThe solution was concentrated to dryness
- dissolutionredissolved in DCM
- washwashed with brine
- dry with materialThe organic layer was dried over Na2SO4
- filtrationfiltered
- concentrationconcentrated
- customThe resulting (3-bromo-2,4-dimethylphenyl)methanol was used for the next step with out further purification
出典と根拠
- ORDレコード
- ord-f43dc84ad0db48ddae326ef8969cd7c6
- 出典データセット
- uspto-grants-2015_04
- 特許番号
- US09018211B2
反応ノート
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