Methyl iodide → 1-(10,11-Dihydro-5-methyl-dibenzo[b,e][1,4]diazepin-10-yl)-2,2,2-trifluoroethanone

HRID 1826672ノート

反応式

HRID 1826672 の反応式
[CH:1]1[C:11]2[CH2:10][N:9]([C:12](=[O:17])[C:13]([F:16])([F:15])[F:14])[C:8]3[CH:18]=[CH:19][CH:20]=[CH:21][C:7]=3[NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[H-].[Na+].I[CH3:25]>CN(C)C=O>[CH3:25][N:6]1[C:5]2[CH:4]=[CH:3][CH:2]=[CH:1][C:11]=2[CH2:10][N:9]([C:12](=[O:17])[C:13]([F:16])([F:14])[F:15])[C:8]2[CH:18]=[CH:19][CH:20]=[CH:21][C:7]1=2

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 221352391-(10,11-Dihydro-5H-dibenzo[b,e][1,4]diazepin-10-yl)-2,2,2-trifluoroethanone

生成物 1

HCID 221352361-(10,11-Dihydro-5-methyl-dibenzo[b,e][1,4]diazepin-10-yl)-2,2,2-trifluoroethanone

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1-(10,11-Dihydro-5H-dibenzo[b,e][1,4]diazepin-10-yl)-2,2,2-trifluoroethanone of Step A (3.12 g) was added to dry N,N-dimethylformamide (50 mL) containing sodium hydride (60% dispersion in oil, 0.60 g, washed with hexane). After a short while iodomethane was added (2.0 g) and the mixture stirred overnight at room temperature, quenched with ice and diluted with brine. The precipitate was collected and redissolved in dichloromethane. The solution was dried over anhydrous sodium sulfate and filtered through a short column of Magnesol® which was eluted with several additional volumes of dichloromethane. The total effluent was evaporated to dryness and the residue crystallized from hexane to provide the title compound as colorless crystals (1.23 g), m.p. 104–106° C.

後処理

  1. customquenched with ice
  2. additiondiluted with brine
  3. customThe precipitate was collected
  4. dissolutionredissolved in dichloromethane
  5. dry with materialThe solution was dried over anhydrous sodium sulfate
  6. filtrationfiltered through a short column of Magnesol® which
  7. washwas eluted with several additional volumes of dichloromethane
  8. customThe total effluent was evaporated to dryness
  9. customthe residue crystallized from hexane

出典と根拠

ORDレコード
ord-56a5d9285ca8439ca6f34ab0c70c6ede
出典データセット
uspto-grants-2006_05
特許番号
US07053083B2

反応ノート

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