Acetic Anhydride → 3-Methoxycarbonyl-2-benzylidenepropanoic acid

HRID 262750Notes

Reaction equation

HRID 262750 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-03ac42385c7444d6bceab2c91b25f64c
Source dataset
uspto-grants-1979_05
Patent number
US04154937

Reaction notes

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