Acetic Anhydride → 3-Methoxycarbonyl-2-benzylidenepropanoic acid

HRID 972329Notes

Reaction equation

HRID 972329 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-557d6a4b762b40b5a1bb7e486c549e2b
Source dataset
uspto-grants-1977_10
Patent number
US04052511

Reaction notes

Loading…