Potassium Hydroxide → 4-Bromo-2-chloromethyl-3,5-dimethylpyridine
반응식
[Cl:1][CH2:2][C:3]1[C:8]([CH3:9])=[C:7](O)[C:6]([CH3:11])=[CH:5][N:4]=1.P(Br)(Br)([Br:14])=O.[OH-].[K+]>C(Cl)(Cl)Cl>[Br:14][C:7]1[C:6]([CH3:11])=[CH:5][N:4]=[C:3]([CH2:2][Cl:1])[C:8]=1[CH3:9]참가 물질
5
반응 조건
- 온도
- 130 °C
실험 절차
A neat mixture of 2-chloromethyl-3,5-dimethyl-pyridin-4-ol (8.2 g, 47.8 mmol) and POBr3 (60 g, 209 mmol) was stirred at 130° C. for 3 h. The resulting viscous oil was cooled to r.t. and poured onto ice water. The pH was adjusted to 10 with solid KOH. Work-up (CHCl3), drying (MgSO4) and evaporation afforded the title compound as a purple solid (8.7 g, 78% yield) which was used without purification. HPLC Rt: 6.028 min. 1H-NMR (CDCl3): 8.20 (s, 1H), 4.62 (s, 2H), 2.50 (s, 3H), 2.38 (s, 3H).
후처리
- temperatureThe resulting viscous oil was cooled to r.t.
- additionpoured onto ice water
- customdrying
- custom(MgSO4) and evaporation
출처 및 근거
- ORD 기록
- ord-167ab3623dd649b7b4a95ed4127ae32b
- 출처 데이터셋
- uspto-grants-2006_11
- 특허 번호
- US07138401B2
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