3,4-Dichlorophenyl isocyanate → HCID 15453402, compound

HRID 1005324Notes

Reaction equation

HRID 1005324 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([OH:9])[CH2:2]2.[Cl:10][C:11]1[CH:12]=[C:13]([N:18]=[C:19]=[O:20])[CH:14]=[CH:15][C:16]=1[Cl:17]>>[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:13]1[CH:14]=[CH:15][C:16]([Cl:17])=[C:11]([Cl:10])[CH:12]=1)[CH2:2]2

Participants

3

Reactant 2

HCID 76073,4-Dichlorophenyl isocyanateHCID 15381(+-)-3-Quinuclidinol

Product 1

HCID 15453402HCID 15453402, compoundYield 60%

Procedure

3-Quinuclidinol and 3,4-dichlorophenyl isocyanate were used. Filtration of the precipitated solid from the cooled reaction mixture afforded the title compound (60%) as a white solid: mp 181.0-184.0° C.; FAB LRMS m /z (relative intensity, %) 319 ([MH+ with two Cl37 ], 13), 318 (11), 317 ([MH+ with one Cl37 ], 71), 316 (18), 315 ([MH+ with two Cl35 ], 100).

Workup

  1. filtrationFiltration of the precipitated solid
  2. customfrom the cooled reaction mixture

Sources & evidence

ORD record
ord-2b1fe25d76084465ab483b4b2ac81351
Source dataset
uspto-grants-2000_04
Patent number
US06054464

Reaction notes

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