(+-)-3-Quinuclidinol → N-(4-Bromophenyl)carbamic Acid 1-azabicyclo[2.2.2]octan-3-yl Ester

반응식

[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([OH:9])[CH2:2]2.[Br:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]=[C:18]=[O:19])=[CH:13][CH:12]=1>>[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([O:9][C:18](=[O:19])[NH:17][C:14]1[CH:15]=[CH:16][C:11]([Br:10])=[CH:12][CH:13]=1)[CH2:2]2

참가 물질

반응물 2

HCID 15381(+-)-3-Quinuclidinol

HCID 756094-Bromophenyl isocyanate

생성물 1

HCID 10019186N-(4-Bromophenyl)carbamic Acid 1-azabicyclo[2.2.2]octan-3-yl Ester수율 60%

실험 절차

3-Quinuclidinol and 4-bromophenyl isocyanate were used. Filtration of the precipitated solid from the cooled reaction mixture afforded the title compound (60%) as a white solid: mp 217.5-219.5° C.; FAB LRMS m /z (relative intensity, %)328(16), 327 ([MH+ with Br81 ], 100), 326(16), 325 ([MH+ with Br79 ], 100).

후처리

filtrationFiltration of the precipitated solid
customfrom the cooled reaction mixture

출처 및 근거

ORD 기록: ord-8db0203a650d49ee8e10395f06ef2745
출처 데이터셋: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05998429

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