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Trifluoroacetic acid → 7-Methanesulfonyloxy-2,3,4,5-tetrahydro-1H-3-benzazepine

HRID 33213
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HRID 33213 반응식
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[CH:16][C:17]([O:19][S:20]([CH3:23])(=[O:22])=[O:21])=[CH:18][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:23][S:20]([O:19][C:17]1[CH:16]=[CH:15][C:12]2[CH2:13][CH2:14][NH:8][CH2:9][CH2:10][C:11]=2[CH:18]=1)(=[O:21])=[O:22]
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 112792893-(tert-Butyloxycarbonyl)-7-methanesulfonyloxy-2,3,4,5tetrahydro-1H-3-benzazepine

생성물 1

HCID 112994727-Methanesulfonyloxy-2,3,4,5-tetrahydro-1H-3-benzazepine수율 81%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3-(tert-butyloxycarbonyl)-7-methanesulfonyloxy-2,3,4,5-tetrahydro-1H-3-benzazepine (3.8 g, 0.011 mol), trifluoroacetic acid (3.76 g, 0.033 mol) and dichloromethane (50 ml) was heated at 50° C. for 5 h. The solvents were then evaporated in vacuo and the residue partitioned between water (200 ml) and ethyl acetate (150 ml). The aqueous layer was removed and washed with ethyl acetate (100 ml) and then basified to pH 14 with 40% sodium hydroxide. The suspension was then extracted with ethyl acetate (3×150 ml) and the combined organic layers dried (Na2SO4). The solvents were evaporated in vacuo to give the title compound (2.15 g, 80%) as a colourless oil.

후처리

  1. customThe solvents were then evaporated in vacuo
  2. customthe residue partitioned between water (200 ml) and ethyl acetate (150 ml)
  3. customThe aqueous layer was removed
  4. washwashed with ethyl acetate (100 ml)
  5. extractionThe suspension was then extracted with ethyl acetate (3×150 ml)
  6. dry with materialthe combined organic layers dried (Na2SO4)
  7. customThe solvents were evaporated in vacuo

출처 및 근거

ORD 기록
ord-8970425a043447ed86dea2650db231d9
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07429579B2

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