Hexane → HCID 10045213, 화합물
반응식
P(C(C)(C)C)(C(C)(C)C)C(C)(C)C.CCCCCC.O(C(C)(C)C)[Na].[CH3:26][O:27][C:28]1[CH:29]=[CH:30][C:31]2[CH2:32][C@H:33]3[NH:44][CH2:43][CH2:42][C@@:39]4([C:40]=2[CH:41]=1)[C@H:34]3[CH2:35][CH2:36][CH2:37][CH2:38]4.[N+:45]([C:48]1[CH:53]=[CH:52][C:51](Br)=[CH:50][CH:49]=1)([O-:47])=[O:46]>C1(C)C=CC=CC=1.C(Cl)Cl.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:26][O:27][C:28]1[CH:29]=[CH:30][C:31]2[CH2:32][C@H:33]3[N:44]([C:51]4[CH:52]=[CH:53][C:48]([N+:45]([O-:47])=[O:46])=[CH:49][CH:50]=4)[CH2:43][CH2:42][C@@:39]4([C:40]=2[CH:41]=1)[C@H:34]3[CH2:35][CH2:36][CH2:37][CH2:38]4참가 물질
9
반응 조건
- 온도
- 80 °C
실험 절차
Pd(OAc)2 (1.34 mg, 0.006 mmol) and 10% solution of P(t-Bu)3 in hexane (0.015 ml, 0.0048 mmol) were added to the suspension of NaO-t-Bu (86.4 g, 0.9 mmol), (+)-3-methoxy-morphinan (0.1645 g, 0.5 mmol) and 4-(nitro)bromobenzene (0.1212 g, 0.6 mmol) in toluene (˜12 mL) in the presence of nitrogen. The resulting mixture was heated at 80° C. for 6 h. The reaction mixture was allowed to cool to room temperature, diluted with methylene chloride (50 mL), and washed with water. Concentration of the organic layer and flash chromatography on silica gel was carried out eluting with hexane first and then with a 5% to 20% ethyl acetate solution in hexane to provide a yellow liquid, 56.4 mg (30% yield); ms (EI): m/z 378 (M).
후처리
- temperatureto cool to room temperature
- washwashed with water
- washConcentration of the organic layer and flash chromatography on silica gel was carried out eluting with hexane first
- customwith a 5% to 20% ethyl acetate solution in hexane to provide a yellow liquid, 56.4 mg (30% yield)
출처 및 근거
- ORD 기록
- ord-214f60f92c08415f863c99dd4e578134
- 출처 데이터셋
- uspto-grants-2013_03
- 특허 번호
- US08404706B2
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