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

HRID 1371377
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HRID 1371377 반응식
[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
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참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0b18c9ffa27c49ee8b442d891da4202c
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07157457B2

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