4-Piperidinecarboxylic acid → HCID 14252917, compound

HRID 1252387Notes

Reaction equation

HRID 1252387 reaction equation
[NH:1]1[CH2:9][CH2:8][CH:4]([C:5]([OH:7])=[O:6])[CH2:3][CH2:2]1.[CH2:10]([O:13][C:14](Cl)=[O:15])[CH:11]=[CH2:12]>[OH-].[Na+].O>[CH2:10]([O:13][C:14]([N:1]1[CH2:9][CH2:8][CH:4]([C:5]([OH:7])=[O:6])[CH2:3][CH2:2]1)=[O:15])[CH:11]=[CH2:12]

Participants

5

Reactant 2

HCID 37734-Piperidinecarboxylic acidHCID 18052Allyl chloroformate

Product 1

HCID 14252917HCID 14252917, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent2×

Procedure

A solution of isonipecotic acid (5.0 g) in 4N sodium hydroxide (9.7 ml) and water (6 ml) was stirred while adding dropwise and simultaneously allylchloroformate (6.0 ml) and 4N sodium hydroxide (16 ml). The reaction mixture was then stirred for 1 hour and washed with ether (50 ml). The aqueous phase was acidified with 1N hydrochloric acid and extracted with ethyl acetate. The organic layers were then washed with water, dried and evaporated to afford the title compound.

Workup

  1. additionwhile adding dropwise
  2. washwashed with ether (50 ml)
  3. extractionextracted with ethyl acetate
  4. washThe organic layers were then washed with water
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-4f5edc7e5cdc411eb47eb677288e75c1
Source dataset
uspto-grants-1988_05
Patent number
US04743598

Reaction notes

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