L-Alanine → HCID 702876, compound

HRID 1648732Notes

Reaction equation

HRID 1648732 reaction equation
[NH2:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3].[OH-].[Na+].[N+:9]([C:12]1[CH:20]=[CH:19][C:15]([C:16](Cl)=[O:17])=[CH:14][CH:13]=1)([O-:11])=[O:10]>>[N+:9]([C:12]1[CH:13]=[CH:14][C:15]([C:16]([NH:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3])=[O:17])=[CH:19][CH:20]=1)([O-:11])=[O:10]

Participants

4

Reactant 3

HCID 5950L-AlanineHCID 85024-Nitrobenzoyl chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 702876HCID 702876, compound

Procedure

A solution of 7 g. alanine in 65 ml. of 10% aqueous sodium hydroxide solution was treated portionwise, while stirring, with 12.5 g. finely powdered 4-nitrobenzoyl chloride. The reaction mixture was stirred at 5° C. for 20 hours, acidified and the precipitate isolated, washed with water and suction dried. Repeated fractional crystallisation from acetone-diethyl ether (2:1 v/v) gave 4-nitrobenzoylalanine; m.p. 199°-200° C.

Workup

  1. stirringThe reaction mixture was stirred at 5° C. for 20 hours
  2. customthe precipitate isolated
  3. washwashed with water and suction
  4. customdried
  5. customcrystallisation from acetone-diethyl ether (2:1 v/v)

Sources & evidence

ORD record
ord-e4471de0be9b44ce8b5a3ecb1a26d9fd
Source dataset
uspto-grants-1983_11
Patent number
US04412992

Reaction notes

Loading…