Acetic Acid → HCID 85810079, compound

HRID 426959Notes

Reaction equation

HRID 426959 reaction equation
[Cl:1][C:2]([Cl:20])([Cl:19])[CH2:3][O:4][C:5](=[O:18])[CH2:6][NH:7]C(OCC1C=CC=CC=1)=O.C(O)(=O)C.[BrH:25].CC(O)=O>C(OCC)C>[BrH:25].[Cl:1][C:2]([Cl:20])([Cl:19])[CH2:3][O:4][C:5](=[O:18])[CH2:6][NH2:7]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14329130HCID 14329130, compoundHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 85810079HCID 85810079, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A well stirred solution of 45.0 g. (0.13 mole) of carbobenzyloxyglycine 2,2,2-trichloroethyl ester in 100 ml. of glacial acetic acid is cooled to 20° and 100 ml. of 5N HBr-CH3CO2H is added. After 10 minutes, a vigorous evolution of gas occurs. The reaction mixture is stirred at room temperature for two hours. The mixture is then diluted with dry ethyl ether and the precipitate is filtered. The product is crystallized from acetonitrile to give aminoacetic acid 2,2,2-trichloroethyl ester, hydrobromide as white crystals; m.p. 238°-240° (d); 29.5 g. (78.9%).

Workup

  1. filtrationthe precipitate is filtered
  2. customThe product is crystallized from acetonitrile

Sources & evidence

ORD record
ord-02c4edb3844f40b6bbb0e754e277c99c
Source dataset
uspto-grants-1979_10
Patent number
US04172148

Reaction notes

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