Triethylamine → tert-Butyl 4-(3-phenylpropyl)-1,4-diazepane-1-carboxylate

HRID 1978373ノート

反応式

HRID 1978373 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.Br[CH2:23][CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(OCC)(=O)C>C(O)C>[C:26]1([CH2:25][CH2:24][CH2:23][N:11]2[CH2:12][CH2:13][CH2:14][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:9][CH2:10]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

参加物

6

反応物 4

HCID 8471Triethylamine2 回HCID 8857Ethyl AcetateHCID 12503(3-Bromopropyl)benzene2 回HCID 2756058Tert-butyl 1,4-diazepane-1-carboxylate

生成物 1

HCID 21994061tert-Butyl 4-(3-phenylpropyl)-1,4-diazepane-1-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 4.50 g (22.47 mmol.) of 1-tert-butoxycarbonyl-2,3,5,6-tetrahydro-7H-1,4-diazepine in ethanol (50 ml) were added, at room temperature, 4.7 ml (33.72 mmol.) of triethylamine and 4.47 g (22.45 mmol.) of 1-bromo-3-phenylpropane. The mixture was heated under reflux for 8 hours under nitrogen atmosphere. To the reaction system were further added 4.7 ml (33.72 mmol.) of triethylamine and 4.47 g (22.45 mmol.) of 1-bromo-3-phenylpropane. The mixture was heated for 16 hours under reflux, which was cooled to room temperature. To the reaction system was added ethyl acetate, which was washed with water and a saturated aqueous saline solution, followed by drying over magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by means of a column chromatography. The solvent was distilled off under reduced pressure to give the object compound as a yellow liquid product. The yield was 5.41 g (76%).

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 8 hours under nitrogen atmosphere
  3. temperatureThe mixture was heated for 16 hours
  4. temperatureunder reflux
  5. washwas washed with water
  6. dry with materialby drying over magnesium sulfate
  7. distillationThe solvent was distilled off under reduced pressure
  8. customThe residue was purified by means of a column chromatography
  9. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-be9e4f1ac010422a8bd77a2783a151c2
出典データセット
uspto-grants-2001_05
特許番号
US06235731B1

反応ノート

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