Hydrochloric Acid → HCID 19105284, compound

HRID 1197893Notes

Reaction equation

HRID 1197893 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([C:12]([O:14]CC)=[O:13])=[C:7]([C:17]3[CH:22]=[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])[C:20]([OH:27])=[C:19]([C:28]([CH3:31])([CH3:30])[CH3:29])[CH:18]=3)[C:6]=2[CH:32]=1.[OH-].[Na+].Cl>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([C:12]([OH:14])=[O:13])=[C:7]([C:17]3[CH:22]=[C:21]([C:23]([CH3:25])([CH3:26])[CH3:24])[C:20]([OH:27])=[C:19]([C:28]([CH3:31])([CH3:30])[CH3:29])[CH:18]=3)[C:6]=2[CH:32]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19105292HCID 19105292, compound

Product 1

HCID 19105284HCID 19105284, compoundYield 69.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of ethyl 6-chloro-4-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-oxo-2H-1-benzopyran-3-carboxylate (2.0 g), 2N NaOH (11 ml) and ethanol (20 ml) was heated at 70° C. for 10 minutes. Then, the mixture was made acid with 2N HCl and extracted with ethyl acetate. The extract was washed with water and dried (MgSO4), and then, the solvent was removed to obtain 6-chloro-4-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-oxo-2H-1-benzopyran-3-carboxylic acid as powders (1.3 g, 69.1%).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried (MgSO4)
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-356ec795a30442c1aca5cc077fef45f3
Source dataset
uspto-grants-1994_01
Patent number
US05278186

Reaction notes

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