Sodium Hydroxide → HCID 178451370、化合物

HRID 1682659ノート

反応式

HRID 1682659 の反応式
[C:1]([O:5][C:6]([CH2:8][O:9][C@H:10]1[CH2:15][CH2:14][C@H:13]([N:16]2CN(C)C(=O)N(C)C2)[CH2:12][CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl-].[NH4+].[OH-].[Na+]>C(O)(C)(C)C>[NH2:16][C@H:13]1[CH2:14][CH2:15][C@H:10]([O:9][CH2:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:11][CH2:12]1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 178481285HCID 178481285、化合物

生成物 1

HCID 178451370HCID 178451370、化合物収率 57%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

1H-NMR (CDCl3) δTMS : 4.20(s,4H), 3.98(s,2H), 3.49-3.23(m,1H), 2.84(s,6H), 2.88-2.75(m,1H), 2.18-2.06(m,2H), 2.06-1.93(m,2H), 1.47(s,9H), 1.44-1.16 (m,4H) trans-5-[4-[(t-Butoxycarbonyl)methyloxy]cyclohexyl]-1,3-dimethylhexahydro-2-oxo-1,3,5-triazine (300 mg, 0. 879 mmol) was dissolved in t-butanol (5 ml) and a saturated aqueous ammonium chloride solution (5 ml) was added, which was followed by refluxing under heating for 2 hours. The reaction mixture was adjusted to pH 10 with a 1N aqueous sodium hydroxide solution and extracted with benzene. The extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate. After filtration, low boiling matters were distilled away from the filtrate under reduced pressure and the residue was purified by silica gel column chromatography (methylene chloride/methanol=10/1-5/1) to give 130 mg of t-butyl trans-(4-aminocyclohexyloxy)acetate as a colorless solid (57%).

後処理

  1. temperatureby refluxing
  2. temperatureunder heating for 2 hours
  3. extractionextracted with benzene
  4. washThe extract was washed with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationAfter filtration, low boiling matters
  7. distillationwere distilled away from the filtrate under reduced pressure
  8. customthe residue was purified by silica gel column chromatography (methylene chloride/methanol=10/1-5/1)

出典と根拠

ORDレコード
ord-cac5ea0f5ab14fbd93e232049e2c7e20
出典データセット
uspto-grants-1997_06
特許番号
US05635527

反応ノート

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