Diphosgene → 1-(4-Isocyanatophenyl)piperidin-2-one
Reaction equation
Cl[C:2](OC(Cl)(Cl)Cl)=[O:3].[NH2:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][C:17]2=[O:22])=[CH:12][CH:11]=1>C1COCC1>[N:9]([C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][C:17]2=[O:22])=[CH:12][CH:11]=1)=[C:2]=[O:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1.2 0.032 ml of trichloromethyl chloroformate is added under a nitrogen atmosphere to a solution of 50 mg of 1-(4-aminophenyl)piperidin-2-one (prepared from 1-(4-nitrophenyl)piperidin-2-one by hydrogenation using Raney nickel as catalyst) in 5 ml of THF, and the mixture is subsequently refluxed for 1.5 hours, giving 1-(4-isocyanatophenyl)piperidin-2-one (“AB”).
Workup
- temperaturethe mixture is subsequently refluxed for 1.5 hours
Sources & evidence
- ORD record
- ord-8cdb87b54c0b4dbcac7f853bfa815304
- Source dataset
- uspto-grants-2005_09
- Patent number
- US06943179B2
Reaction notes
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