Acetic Anhydride → 3-Methoxycarbonyl-2-benzylidenepropanoic acid

HRID 2083711Notes

Reaction equation

HRID 2083711 reaction equation
[C:1]([CH2:4][C:5](=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:6]([OH:8])=[O:7])([OH:3])=[O:2].[C:16](OC(=O)C)(=O)C>>[CH3:16][O:2][C:1]([CH2:4][C:5](=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:6]([OH:8])=[O:7])=[O:3]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 2229982-Benzylidenebutanedioic acid

Product 1

HCID 541581613-Methoxycarbonyl-2-benzylidenepropanoic acid

Procedure

2-Carboxymethyl-3-phenylpropenoic acid (4.1 g.) and acetic anhydride (9 ml.) are heated in the steam bath for 70 minutes. The mixture is concentrated to dryness and the residue triturated with ether, yield 3.6 g. This anhydride is dissolved in 7 ml. of methanol and heated in the steam bath for 1 hour.

Workup

  1. concentrationThe mixture is concentrated to dryness
  2. customthe residue triturated with ether, yield 3.6 g
  3. dissolutionThis anhydride is dissolved in 7 ml
  4. temperatureof methanol and heated in the steam bath for 1 hour

Sources & evidence

ORD record
ord-4f95cac6eeb5427a97011d187ecfc144
Source dataset
uspto-grants-1978_04
Patent number
US04086338

Reaction notes

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