Dimethylformamide → 1,3-Diethyl-8-methoxy-1,3,4,5-tetrahydro-benzo[d]azepin-2-one

HRID 1686972노트

반응식

HRID 1686972 반응식
[H-].[Na+].CN(C=O)C.[CH2:8]([CH:10]1[C:16]2[CH:17]=[C:18]([O:21][CH3:22])[CH:19]=[CH:20][C:15]=2[CH2:14][CH2:13][NH:12][C:11]1=[O:23])[CH3:9].I[CH2:25][CH3:26]>O>[CH2:8]([CH:10]1[C:16]2[CH:17]=[C:18]([O:21][CH3:22])[CH:19]=[CH:20][C:15]=2[CH2:14][CH2:13][N:12]([CH2:25][CH3:26])[C:11]1=[O:23])[CH3:9]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6340IodoethaneHCID 24758Sodium hydrideHCID 672635691-Ethyl-8-methoxy-1,3,4,5-tetrahydro-benzo[d]azepin-2-one

생성물 1

HCID 672637981,3-Diethyl-8-methoxy-1,3,4,5-tetrahydro-benzo[d]azepin-2-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Charge NaH (60% dispersion in mineral oil) to 100 ml RBF and wash with hexanes. Charge 10 ml anhydrous DMF and 1-Ethyl-8-methoxy-1,3,4,5-tetrahydro-benzo[d]azepin-2-one (0.500 g, 2.28 mmol). Stir 10 minutes at room temperature and then charge iodoethane (900 uL, 10 mmol) dropwise with syringe. Allow to stir overnight. Pour reaction into 75 ml water and extract with 3×30 ml EtOAc. Dry combined organic over MgSO4, filter and evaporated to yield 1,3-Diethyl-8-methoxy-1,3,4,5-tetrahydro-benzo[d]azepin-2-one. The crude product was used in the next step.

후처리

  1. washwash with hexanes
  2. stirringto stir overnight
  3. additionPour
  4. extractionextract with 3×30 ml EtOAc
  5. customDry
  6. filtrationfilter
  7. customevaporated

출처 및 근거

ORD 기록
ord-133a83be2f7d444f8f6131698691fe13
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148391B2

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