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Potassium Carbonate → [4-(3,4-Dichlorobenzyl)morpholin-2-yl]methylamine

HRID 1371377
ノート
印刷プレビュー

反応式

HRID 1371377 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[Cl:23])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][CH:8]([CH2:12][NH:13]C(=O)C(F)(F)F)[CH2:7]1.C(=O)([O-])[O-].[K+].[K+]>CO.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[Cl:23])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][CH:8]([CH2:12][NH2:13])[CH2:7]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 11430Potassium CarbonateHCID 11588781N-{[4-(3,4Dichlorobenzyl)morpholin-2-yl]methyl}-2,2,2-trifluoroacetamide

生成物 1

HCID 10308229[4-(3,4-Dichlorobenzyl)morpholin-2-yl]methylamine収率 84%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 962Water溶媒

実験手順

To a stirred solution of Intermediate 2 (2.97 g) in methanol (15 ml) and water (5 ml) was added potassium carbonate (5.53 g). The mixture was stirred at 22° C. for 18 h before the methanol was removed in vacuo. Water (25 ml) was added and the mixture extracted with ethyl acetate (3×30 ml). The combined organic phases were washed with water (5 ml) and saturated aqueous sodium chloride solution (10 ml) before drying over sodium sulphate, filtering and evaporation of the solvent in vacuo to give a pale yellow oil. The oil was purified by Biotage flash chromatography on a 90 g silica cartridge eluting with 75:8:1 dichloromethane/ethanol/0.880 ammonia solution. The required fractions were combined and the solvent evaporated in vacuo to give the title compound as a colourless oil (1.85 g).

後処理

  1. customwas removed in vacuo
  2. additionWater (25 ml) was added
  3. extractionthe mixture extracted with ethyl acetate (3×30 ml)
  4. washThe combined organic phases were washed with water (5 ml) and saturated aqueous sodium chloride solution (10 ml)
  5. dry with materialbefore drying over sodium sulphate
  6. filtrationfiltering
  7. customevaporation of the solvent in vacuo
  8. customto give a pale yellow oil
  9. customThe oil was purified by Biotage flash chromatography on a 90 g silica cartridge
  10. washeluting with 75:8:1 dichloromethane/ethanol/0.880 ammonia solution
  11. customthe solvent evaporated in vacuo

出典と根拠

ORDレコード
ord-0b18c9ffa27c49ee8b442d891da4202c
出典データセット
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07157457B2

反応ノート

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