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

HRID 1978373노트

반응식

HRID 1978373 반응식
[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

참가 물질

6

반응물 4

HCID 8471Triethylamine2회HCID 8857Ethyl AcetateHCID 12503(3-Bromopropyl)benzene2회HCID 2756058Tert-butyl 1,4-diazepane-1-carboxylate

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-be9e4f1ac010422a8bd77a2783a151c2
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235731B1

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