3-bromo-2,4-dimethylbenzoic acid → (3-Bromo-2,4-dimethylphenyl)methanol
반응식
[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]참가 물질
3
실험 절차
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).
후처리
- 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
출처 및 근거
- ORD 기록
- ord-f43dc84ad0db48ddae326ef8969cd7c6
- 출처 데이터셋
- uspto-grants-2015_04
- 특허 번호
- US09018211B2
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