Dichloromethane → tert-Butyl (3R)-3-(aminomethyl)-4-benzylpiperazine-1-carboxylate

HRID 1685116노트

반응식

HRID 1685116 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][C@H:9]1[CH2:21][N:22]1C(=O)C2C(=CC=CC=2)C1=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClCCl.O.NN>C(O)C>[NH2:22][CH2:21][C@H:9]1[N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10]1

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 24654Hydrazine hydrate (1:1)HCID 67264804HCID 67264804, 화합물

생성물 1

HCID 57415720tert-Butyl (3R)-3-(aminomethyl)-4-benzylpiperazine-1-carboxylate수율 73%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Into a 200 mL round bottom flask was added 15R (6.66 g, 15.3 mmol) and 110 mL of 10:1 dichloromethane:ethanol. Hydrazine hydrate (7.66 g, 10 equiv.) was added and the reaction was heated to reflux for three hours. The precipitate which had formed was removed by filtration through Celite. The filtrate was concentrated under high vacuum and temperature (to remove hydrazine). The residue was resuspended in dichloromethane and the resultant precipitate was removed by filtration through a Buchner funnel. The filtrate was concentrated to leave a clear oil 15S (3.27 g, 73%) which was analytically pure.

후처리

  1. temperaturethe reaction was heated
  2. temperatureto reflux for three hours
  3. customThe precipitate which had formed
  4. customwas removed by filtration through Celite
  5. concentrationThe filtrate was concentrated under high vacuum and temperature (to remove hydrazine)
  6. customthe resultant precipitate was removed by filtration through a Buchner funnel
  7. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-dfaa9e2cb3aa4bb79d06315ad6085ea2
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148367B2

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