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Potassium Carbonate → HCID 67263598, 화합물

HRID 1040741
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HRID 1040741 반응식
CO[CH:3]1[C:9]2[CH:10]=[C:11]([N+:14]([O-:16])=[O:15])[CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][NH:5][CH2:4]1.Br[CH2:18][CH2:19][O:20][CH3:21].[C:22](=O)([O-])[O-:23].[K+].[K+]>CN(C)C=O>[CH3:22][O:23][C:12]1[C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:9]2[CH2:3][CH2:4][N:5]([CH2:18][CH2:19][O:20][CH3:21])[CH2:6][CH2:7][C:8]=2[CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 67264471HCID 67264471, 화합물

생성물 1

HCID 67263598HCID 67263598, 화합물수율 57.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Methoxy-8-nitro-2,3,4,5-tetrahydro-1H-benzo[d]azepine (3.4 g, 0.015 mol), 1-bromo-2-methoxyethane (2.82 mL, 0.030 mol), and potassium carbonate (6.2 g, 0.045 mol), were added to N,N-dimethylformamide (30 mL), and the reaction was stirred over night at room temperature. The reaction mixture was next partitioned between water and ethyl acetate, and the layers were separated. The aqueous phase was extracted twice with ethyl acetate and the combined organic extracts were dried (MgSO4), filtered, and concentrated. Flash chromatography on SiO2 (MeOH/dichloromethane 0-7%,) gave 7-methoxy-3-(2-methoxy-ethyl)-8-nitro-2,3,4,5-tetrahydro-1H-benzo[d]azepine (2.4 g, 55%). 1H-NMR (CDCl3) δ 7.65 (s, 1H), 6.81 (s, 1H), 3.94 (s, 3H), 3.53 (t, J=5.6 Hz, 2H), 3.37 (s, 3H), 2.97 (m, 2H), 2.90 (m, 2H), 2.72 (m, 6H); LC/MS (ESI+): 281.10 (M+H).

후처리

  1. customThe reaction mixture was next partitioned between water and ethyl acetate
  2. customthe layers were separated
  3. extractionThe aqueous phase was extracted twice with ethyl acetate
  4. dry with materialthe combined organic extracts were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5f9a3e38e5c241f8802ad77fb21a04cb
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08552186B2

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