Acetic Anhydride → HCID 10285832, compound

HRID 1973073Notes

Reaction equation

HRID 1973073 reaction equation
[C:1](OC(=O)C)(=[O:3])C.[CH:8]1[CH:13]=[CH:12][C:11]([C@@H:14]([NH2:18])[C:15]([OH:17])=[O:16])=[CH:10][CH:9]=1>C(O)=O>[CH:1]([NH:18][CH:14]([C:11]1[CH:10]=[CH:9][CH:8]=[CH:13][CH:12]=1)[C:15]([OH:17])=[O:16])=[O:3]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 70134Phenylglycine, D-

Product 1

HCID 10285832HCID 10285832, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

40.8 ml. of acetic anhydride are cooled to 0°-5° and 54.4 ml. of formic acid are added dropwise with stirring at this temperature. The mixture is let stand for 30 minutes at this temperature and then 15.2 g. (0.1 mol.) of D-phenylglycine are added. After about 10 minutes, a clear solution results and after an additional 15 minutes α-(formylamino)benzeneacetic acid crystallizes. The temperature is allowed to rise to room temperature and 300 ml. of ice water are added. The mixture is then stirred for five minutes, filtered under suction, washed with water and dried, yield 11.4 g., m.p. 170°-175°. The product, α-(formylamino)benzeneacetic acid, is recrystallized from ethanol. The melting point remains unchanged.

Workup

  1. waitAfter about 10 minutes

Sources & evidence

ORD record
ord-2a50111c3379426c9c2f1ef26d8db9eb
Source dataset
uspto-grants-1976_12
Patent number
US03996216

Reaction notes

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