Water → 9-Chloro-4-ethyl-8-fluoro-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

HRID 548670ノート

反応式

HRID 548670 の反応式
[H-].[Na+].[Cl:3][C:4]1[C:5](F)=[C:6]([CH:14]=[CH:15][C:16]=1[F:17])[C:7]([N:9]([CH2:11][CH2:12][OH:13])[CH3:10])=[O:8].O.[CH3:20]N(C=O)C>>[Cl:3][C:4]1[C:5]2[O:13][CH2:12][CH2:11][N:9]([CH2:10][CH3:20])[C:7](=[O:8])[C:6]=2[CH:14]=[CH:15][C:16]=1[F:17]

参加物

5

反応物 4

HCID 962WaterHCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 576632133-chloro-2,4-difluoro-N-(2-hydroxyethyl)-N-methylbenzamide

生成物 1

HCID 576631689-Chloro-4-ethyl-8-fluoro-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

実験手順

Sodium hydride (35 mg, 0.913 mmol, 60% dispersion in mineral oil) was added slowly to a solution of 3-chloro-2,4-difluoro-N-(2-hydroxyethyl)-N-methylbenzamide (220 mg, 0.836 mmol) in DMF (4 mL) and the pale yellow solution was stirred at RT for 16 hours. Water was added to the reaction and the mixture was subsequently extracted with DCM (3×30 mL). The combined organic phases were washed with water (3×20 mL) and saturated brine solution then dried (MgSO4), filtered and evaporated to give the desired product as a colourless oil (180 mg). 1H NMR δ (CDCl3): 1.25 (t, 3H), 3.5 (t, 3H), 3.65 (q, 2H), 4.52 (t, 2H), 6.97 (dd, 1H), 7.72 (dd, 1H). m/z 244 (M+H)+, 242 (M−H)−

後処理

  1. extractionthe mixture was subsequently extracted with DCM (3×30 mL)
  2. washThe combined organic phases were washed with water (3×20 mL) and saturated brine solution
  3. dry with materialthen dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-b1da9ceae2b845bea9dfa35b29eefafa
出典データセット
uspto-grants-2011_05
特許番号
US07943607B2

反応ノート

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