Acetic Anhydride → HCID 53788381, compound

HRID 259627Notes

Reaction equation

HRID 259627 reaction equation
[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][C:15]=1[OH:16])[CH:8]=[CH:9][C:10]([OH:12])=[O:11])[CH:2]=[CH2:3].[C:17](OC(=O)C)(=[O:19])[CH3:18]>[OH-].[Na+]>[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][C:15]=1[O:16][C:17](=[O:19])[CH3:18])[CH:8]=[CH:9][C:10]([OH:12])=[O:11])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 54062962HCID 54062962, compound

Product 1

HCID 53788381HCID 53788381, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

115.5 g (0.525 mol) of 3-allyloxy-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 quarter of an hour at 0°-5° C., whilst stirring. The crystals which have precipitated are then filtered off, suction-dried and recrystallised from chloroform. 3-Allyloxy-4-acetoxy-cinnamic acid of melting point 154°-155° C. is obtained.

Workup

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

Sources & evidence

ORD record
ord-6176d948c3404d17aea901e1874f8893
Source dataset
uspto-grants-1977_07
Patent number
US04038414

Reaction notes

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