(+-)-3-Quinuclidinol → HCID 15453401, compound

HRID 1005325Notes

Reaction equation

HRID 1005325 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([OH:9])[CH2:2]2.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]=[C:19]=[O:20])=[CH:14][CH:13]=1>>[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([O:9][C:19](=[O:20])[NH:18][C:15]1[CH:14]=[CH:13][C:12]([O:11][CH3:10])=[CH:17][CH:16]=1)[CH2:2]2

Participants

3

Reactant 2

HCID 15381(+-)-3-QuinuclidinolHCID 794431-Isocyanato-4-methoxybenzene

Product 1

HCID 15453401HCID 15453401, compoundYield 43%

Procedure

3-Quinuclidinol and 4-methoxyphenyl isocyanate were used. The solid which precipitated from the reaction mixture was recrystallized from ethyl acetate to afford the title compound (43%) as a white solid: mp 159.5-160.5° C.; FAB LRMS m /z (relative intensity, %) 277 (MH+ 1, 16), 110 (100).

Workup

  1. customThe solid which precipitated from the reaction mixture
  2. customwas recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-1ea83df5331945f98993930f8396cd97
Source dataset
uspto-grants-2000_04
Patent number
US06054464

Reaction notes

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