Methyl piperidine-3-carboxylate → HCID 15017107, compound

HRID 465299Notes

Reaction equation

HRID 465299 reaction equation
[P:1](=[O:9])([N:6]=[C:7]=[O:8])([S:4][CH3:5])[O:2][CH3:3].[NH:10]1[CH2:15][CH2:14][CH2:13][CH:12]([C:16]([O:18][CH3:19])=[O:17])[CH2:11]1>CCOCC>[CH3:3][O:2][P:1]([NH:6][C:7]([N:10]1[CH2:15][CH2:14][CH2:13][CH:12]([C:16]([O:18][CH3:19])=[O:17])[CH2:11]1)=[O:8])([S:4][CH3:5])=[O:9]

Participants

4

Reactant 2

HCID 351626Methyl piperidine-3-carboxylateHCID 14879948O,S-dimethyl phosphoroisocyanatidothioate

Product 1

HCID 15017107HCID 15017107, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 8.36 g of O,S-dimethyl phosphoro-isocyanatidothioate in 100 ml of ether was cooled to 0° C. and to it was added dropwise with stirring 7.15 g of methyl 3-piperidinecarboxylate. The mixture was allowed to warm to ambient temperature and react overnight. The precipitate that formed was collected by filtration, extracted with ether, and dried under reduced pressure to obtain 11.5 g (74 percent of theory) of the title compound as white crystals melting at 65°-67° C.

Workup

  1. additionwas added dropwise
  2. customreact overnight
  3. customThe precipitate that formed
  4. filtrationwas collected by filtration
  5. extractionextracted with ether
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-6b5b531364a843519b7946e9a8b6b49c
Source dataset
uspto-grants-1992_10
Patent number
US05153184

Reaction notes

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