Hydrochloric Acid → N-Nitrosopipecolic acid

HRID 1158859Notes

Reaction equation

HRID 1158859 reaction equation
Cl.[N:2]([O-:4])=O.[Na+].[CH2:6]1[CH2:11][CH:10]([C:12]([OH:14])=[O:13])[NH:9][CH2:8][CH2:7]1>O>[N:2]([N:9]1[CH2:8][CH2:7][CH2:6][CH2:11][CH:10]1[C:12]([OH:14])=[O:13])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 849Pipecolic AcidHCID 23668193Sodium Nitrite

Product 1

HCID 20614N-Nitrosopipecolic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Conc. HCl (1.96 mL) and NaNO2 (2.2 g) were added to the H2O (21 mL) solution of DL-pipecolic acid (3.04 g) under a nitrogen atmosphere at 0° C. and stirred for 1 h. The solution was extracted with CH2Cl2 and organic layer was washed with brine. The mixture was dried over Na2SO4 and concentrated under reduced pressure to afford crude (2RS)-1-nitrosopiperidine-2-carboxylic acid as pale yellow crystals.

Workup

  1. extractionThe solution was extracted with CH2Cl2 and organic layer
  2. washwas washed with brine
  3. dry with materialThe mixture was dried over Na2SO4
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-266e24c33b9f4d9498d614beef53e5b2
Source dataset
uspto-grants-2010_10
Patent number
US07812014B2

Reaction notes

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