DL-valine → HCID 13919216, compound

HRID 847115Notes

Reaction equation

HRID 847115 reaction equation
N[CH:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4].N([O-])=O.[Na+]>C(O)(=O)C>[C:6]([O:8][CH:2]([CH:3]([CH3:5])[CH3:4])[C:6]([OH:8])=[O:7])(=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 1182DL-valineHCID 23668193Sodium Nitrite

Product 1

HCID 13919216HCID 13919216, compoundYield 152.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Into 300ml of glacial acetic acid there was stirred 11.7g (0.1 moles) of dl-valine. 13.8g of sodium nitrite was added, with stirring, over the duration of 1 hour and the temperature of the reaction medium maintained at room temperature by means of a water bath. After the mixture had been stirred overnight at room temperature, the acetic acid was evaporated off and water (50ml) added. Solvent extraction using diethyl ether then followed. The diethyl ether portion was washed with water, dried over anhydrous magnesium sulphate and the ether evaporated off to yield 12.2g of the title product as a colourless oil.

Workup

  1. customthe temperature of the reaction
  2. stirringAfter the mixture had been stirred overnight at room temperature
  3. customthe acetic acid was evaporated off
  4. additionwater (50ml) added
  5. extractionSolvent extraction
  6. washThe diethyl ether portion was washed with water
  7. dry with materialdried over anhydrous magnesium sulphate
  8. customthe ether evaporated off

Sources & evidence

ORD record
ord-6a7cc0c3e01248acbbb914fbce5b745e
Source dataset
uspto-grants-1992_08
Patent number
US05139563

Reaction notes

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