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Potassium Carbonate → Tert-butyl 4-hydroxy-4-(trifluoromethyl)piperidine-1-carboxylate

HRID 473811
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HRID 473811 반응식
[F:1][C:2]([F:22])([F:21])[C:3]1([O:16][Si](C)(C)C)[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1.C(=O)([O-])[O-].[K+].[K+]>CO>[OH:16][C:3]1([C:2]([F:22])([F:1])[F:21])[CH2:4][CH2:5][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:13])[CH3:14])=[O:10])[CH2:7][CH2:8]1
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참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 68760848Tert-butyl 4-(trifluoromethyl)-4-(trimethylsilyloxy)piperidine-1-carboxylate

생성물 1

HCID 22061329Tert-butyl 4-hydroxy-4-(trifluoromethyl)piperidine-1-carboxylate수율 17.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of tert-butyl 4-(trifluoromethyl)-4-(trimethylsilyloxy)piperidine-1-carboxylate (0.512 g, 1.50 mmol), in methanol (10 mL) was potassium carbonate (0.25 g, 1.81 mmol). The resulting mixture was stirred at room temperature for 12 hours. Filtration and concentration provided an orange residue that was purified by silica gel chromatography (97:3 dichloromethane:methanol) to give tert-butyl 4-hydroxy-4-(trifluoromethyl)piperidine-1-carboxylate (0.07 g, 14% yield). MS (EI) for C11H18F3NO3: 269 (MH+).

후처리

  1. filtrationFiltration and concentration
  2. customprovided an orange residue that
  3. customwas purified by silica gel chromatography (97:3 dichloromethane:methanol)

출처 및 근거

ORD 기록
ord-d1916dd9ce1e4ce7af64cfd499a85e6e
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08637499B2

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