Water → HCID 11230046, 화합물
반응식
[H-].[Na+].[NH:3]1[C:9](=[O:10])[CH2:8][CH2:7][CH2:6][C:5]2[CH:11]=[CH:12][CH:13]=[CH:14][C:4]1=2.[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Cl)=[CH:19][CH:18]=1.O.[CH3:26][N:27]([CH:29]=[O:30])C>>[OH:16][NH:3][C:9](=[O:10])[CH2:8][CH:7]1[C:29](=[O:30])[NH:27][C:26]2[CH:11]=[CH:12][CH:13]=[CH:14][C:4]=2[CH2:5][CH2:6]1.[CH2:15]([O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][N:3]2[C:9](=[O:10])[CH2:8][CH2:7][CH2:6][C:5]3[CH:11]=[CH:12][CH:13]=[CH:14][C:4]2=3)=[CH:19][CH:18]=1)[CH3:26]참가 물질
반응 조건
- 온도
- 0 °C
실험 절차
NaH (60% in mineral oil) (1.86 mmol) is added to a solution a 1,3,4,5-tetrahydro-benzo[b]azepin-2-one (1.55 mmol) in 5 mL of DMF at 0° C., After stirring at 0° C. for 15 minutes, the mixture is allowed to warm up to room temperature. p-Methoxybenzyl chloride (1.94 mmol) is added to the mixture. After stirring at room temperature for 16 hours, the mixture is poured into 50 mL of water and extracted with EtOAc (3×25 mL). The organic layer are combined, washed with brine and dried over MgSO4. After removing the solvent under reduced pressure, the residue is purified by flash column chromatography (silica gel) to provide the desired product 1-(4-ethoxy-benzyl)-1,3,4,5-tetrahydro-benzo[b]azepin-2-one as white solid. Yield: 90%. MS: (ES+): 282.1 [M+1].
후처리
- temperatureto warm up to room temperature
- stirringAfter stirring at room temperature for 16 hours
- extractionextracted with EtOAc (3×25 mL)
- washwashed with brine
- dry with materialdried over MgSO4
- customAfter removing the solvent under reduced pressure
- customthe residue is purified by flash column chromatography (silica gel)
출처 및 근거
- ORD 기록
- ord-b0d09d4424934fc08b9c66d42bda7424
- 출처 데이터셋
- uspto-grants-2009_08
- 특허 번호
- US07579363B2
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