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

HRID 1686972ノート

反応式

HRID 1686972 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-133a83be2f7d444f8f6131698691fe13
出典データセット
uspto-grants-2012_04
特許番号
US08148391B2

反応ノート

読み込み中…