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Hydrochloric Acid → N-tert-butyl-1-benzhydryl-3-methylazetidin-3-amine hydrochloride

HRID 473999
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인쇄 미리보기

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HRID 473999 반응식
CS(O[C:6]1([CH3:23])[CH2:9][N:8]([CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7]1)(=O)=O.[C:24]([NH2:28])([CH3:27])([CH3:26])[CH3:25].[ClH:29]>C(O)(C)C.CCOCC>[ClH:29].[C:24]([NH:28][C:6]1([CH3:23])[CH2:9][N:8]([CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7]1)([CH3:27])([CH3:26])[CH3:25]
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참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 6385Tert-ButylamineHCID 100652951-Benzhydryl-3-methylazetidin-3-yl methanesulfonate

생성물 1

HCID 68457650N-tert-butyl-1-benzhydryl-3-methylazetidin-3-amine hydrochloride수율 74%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 3776
Isopropanol
용매

반응 조건

온도
80 °C

실험 절차

To a solution of 1-benzhydryl-3-methylazetidin-3-yl methanesulfonate (2.00 g, 6.23 mmol) in iso-propanol (10 ml) was added tert-butyl amine (1.36 g, 18.63 mmol). The mixture was heated at 80° C. for 3 h. The reaction mixture was then allowed to cool to room temperature and concentrated. The residue was slurried with ethyl acetate and filtered, washing with further ethyl acetate and then concentrated to give a solid. The solid was slurried in ether and hydrochloric acid (20 ml, 2M in ether) was added, then stirred for 10 mins and filtered to provide the title compound as a tan solid (1.69 g, 74%). 1H NMR (DMSO) 1.40 (9H, s), 1.99 (3H, s), 3.85 (2H, brs), 4.11 (2H, brs), 4.71 (1H, brs), 7.35-7.50 (6H, m), 7.70-7.81 (4H, m), 10.23 (1H, s).

후처리

  1. temperatureto cool to room temperature
  2. concentrationconcentrated
  3. filtrationfiltered
  4. washwashing with further ethyl acetate
  5. concentrationconcentrated
  6. customto give a solid
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-6f201b58f4dd44f8aff34c55cb9a9437
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08637511B2

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