Hydroxyphenylacetic acid → HCID 18669495, compound

HRID 1058981Notes

Reaction equation

HRID 1058981 reaction equation
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:11])=[CH:8][C:9]=1O)=O.[OH:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([OH:22])=[O:21])=[CH:15][CH:14]=1.[C:23]([O-:26])(=O)[CH3:24].[K+].O.[C:29](OC(=O)C)(=[O:31])[CH3:30]>>[C:29]([O:12][C:13]1[CH:14]=[CH:15][C:16]([C:19]2[C:20](=[O:22])[O:21][C:5]3[C:4]([C:2]=2[CH3:1])=[CH:9][CH:8]=[C:7]([O:11][C:23](=[O:26])[CH3:24])[CH:6]=3)=[CH:17][CH:18]=1)(=[O:31])[CH3:30]

Participants

6

Reactant 5

HCID 127Hydroxyphenylacetic acidHCID 962WaterHCID 69902',4'-DihydroxyacetophenoneHCID 7918Acetic AnhydrideHCID 517044Potassium Acetate

Product 1

HCID 18669495HCID 18669495, compound

Procedure

A solution of 2,4-dihydroxyacetophenone (1.1 g, 7.24 mmol). 4-hydroxyphenylacetic acid (1.45 g, 9.5 mmol) and potassium acetate (0.9 g. 9.2 mmol) in acetic anhydride (10 mL) was heated under reflux for 18 h. After cooling, the mixture was poured into ice and water. The solid was filtered, washed with ether and dried under vacuum to give 3-(4-acetoxyphenyl)-7-acetoxy-4-methylcoumarin (1.83 g).

Workup

  1. temperatureunder reflux for 18 h
  2. temperatureAfter cooling
  3. filtrationThe solid was filtered
  4. washwashed with ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-8189329c88ed4727b8fb3de9d6757287
Source dataset
uspto-grants-2003_02
Patent number
US06518301B1

Reaction notes

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