Beta-Alanine → HCID 13175150, compound

HRID 1252202Notes

Reaction equation

HRID 1252202 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5].Cl[C:8]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1)=[O:9]>[OH-].[Na+].O1CCOCC1>[N+:18]([C:15]1[CH:14]=[CH:13][C:12]([CH2:11][O:10][C:8]([NH:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5])=[O:9])=[CH:17][CH:16]=1)([O-:20])=[O:19]

Participants

5

Reactant 2

HCID 239Beta-AlanineHCID 782054-Nitrobenzyl chloroformate

Product 1

HCID 13175150HCID 13175150, compound

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Procedure

To β-alanine (1.14 g) in 4N sodium hydroxide (7.8 ml) was added p-nitrobenzyl chloroformate (3 g) in dioxane (8 ml) with ice-cooling and stirred for 1 hour. The reaction mixture was filtered and the filtrate was neutralized with hydrochloric acid. The resulting precipitate was collected to give N-p-nitrobenzyloxycarbonyl-β-alanine, which was then converted into the corresponding acid chloride by reaction with thionyl chloride.

Workup

  1. temperaturecooling
  2. filtrationThe reaction mixture was filtered
  3. customThe resulting precipitate was collected

Sources & evidence

ORD record
ord-7bc1bad391f8465c936c7d0f6a618027
Source dataset
uspto-grants-1988_05
Patent number
US04742052

Reaction notes

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