Acetic Anhydride → HCID 54169306, compound

HRID 259621Notes

Reaction equation

HRID 259621 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[OH:13])[CH:5]=[CH:6][C:7]([OH:9])=[O:8].[C:14](OC(=O)C)(=[O:16])[CH3:15]>[OH-].[Na+]>[C:14]([O:13][C:12]1[CH:11]=[CH:10][C:4]([CH:5]=[CH:6][C:7]([OH:9])=[O:8])=[CH:3][C:2]=1[Cl:1])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 534257193-(3-Chloro-4-hydroxyphenyl)prop-2-enoic acid

Product 1

HCID 54169306HCID 54169306, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

104 g (0.525 mol) of 3-chloro-4-hydroxy-cinnamic acid are dissolved in 530 ml of 2 N sodium hydroxide solution, 800 g of ice are added and 107 g (1.05 mols) of acetic anhydride are introduced dropwise over the course of 15 minutes at 0°-5° C., whilst stirring. The crystals which have precipitated are then filtered off, suction-dried and recrystallised from alcohol-water. 4-Acetoxy-3-chloro-cinnamic acid of melting point 210°-213° C. is obtained.

Workup

  1. customThe crystals which have precipitated
  2. filtrationare then filtered off
  3. customsuction-dried
  4. customrecrystallised from alcohol-water

Sources & evidence

ORD record
ord-a3cc42e8ba7d460bb368f983099ca989
Source dataset
uspto-grants-1977_07
Patent number
US04038414

Reaction notes

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