Ethyl bromoacetate → HCID 53861417、化合物

HRID 1683763ノート

反応式

HRID 1683763 の反応式
[H-].[K+].[Cl:3][C:4]1[C:9]2[CH2:10][CH2:11][N:12]([CH3:15])[CH2:13][CH2:14][C:8]=2[C:7]([OH:16])=[CH:6][CH:5]=1.Br[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]>CN(C)C=O>[Cl:3][C:4]1[C:9]2[CH2:10][CH2:11][N:12]([CH3:15])[CH2:13][CH2:14][C:8]=2[C:7]([O:16][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 7748Ethyl bromoacetateHCID 82127Potassium hydrideHCID 133383339-Chloro-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepin-6-ol

生成物 1

HCID 53861417HCID 53861417、化合物収率 76%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A 35% dispersion of potassium hydride in mineral oil (2.6 g, 23 mmol) in dimethylformamide (40 ml) was stirred and treated with 9-chloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepin-6-ol (4.0 g, 19 mmol), stirred for 20 minutes, treated with ethyl bromoacetate (3.8 g, 23 mmol) and stirred for 72 hours. The mixture was concentrated, partitioned between water and methylene chloride and the organic phase was washed, dried with magnesium sulfate and concentrated. The residue was chromatographed on silica gel eluted with methanol-methylene chloride (8:92) to give 4.3 g of ethyl [(9-chloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepin-6-yl)oxy]acetate.

後処理

  1. stirringstirred for 72 hours
  2. concentrationThe mixture was concentrated
  3. custompartitioned between water and methylene chloride
  4. washthe organic phase was washed
  5. dry with materialdried with magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel
  8. washeluted with methanol-methylene chloride (8:92)

出典と根拠

ORDレコード
ord-8c6351e952dd4a23978145d5122f121a
出典データセット
uspto-grants-1997_06
特許番号
US05639748

反応ノート

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