Potassium Hydroxide → HCID 86692172, compound

HRID 2410203Notes

Reaction equation

HRID 2410203 reaction equation
[C:1]([C:5]1[CH:6]=[C:7](/[CH:21]=[CH:22]/[C:23](=[O:31])[C:24]2[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=2)[CH:8]=[C:9]2[C:14]=1[O:13][C:12](=[O:15])[C:11]([C:16]([O:18]CC)=[O:17])=[CH:10]2)([CH3:4])([CH3:3])[CH3:2].[OH-].[K+]>C(O)C>[C:1]([C:5]1[CH:6]=[C:7](/[CH:21]=[CH:22]/[C:23](=[O:31])[C:24]2[CH:25]=[CH:26][C:27]([CH3:30])=[CH:28][CH:29]=2)[CH:8]=[C:9]2[C:14]=1[O:13][C:12](=[O:15])[C:11]([C:16]([OH:18])=[O:17])=[CH:10]2)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86692173HCID 86692173, compound

Product 1

HCID 86692172HCID 86692172, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (E)-ethyl 8-tert-butyl-2-oxo-6-(3-oxo-3-p-tolylprop-1-enyl)-2H-chromene-3-carboxylate (0.5 g, 1.19 mmol) in ethanol (50 mL) was added 10% aqueous KOH (10 mL), and the mixture was vigorously stirred for 1 h at room temperature. After completion of the reaction, the solvents were removed and the residue was acidified with dilute hydrochloric acid (HCl) (2 N). The precipitate was separated by filtration and dried over vacuum. The residue was washed with methanol to give (E)-8-tert-butyl-2-oxo-6-(3-oxo-3-p-tolylprop-1-enyl)-2H-chromene-3-carboxylic acid of Formula V (0.31 g, 64% yield).

Workup

  1. customAfter completion of the reaction
  2. customthe solvents were removed
  3. customThe precipitate was separated by filtration
  4. customdried over vacuum
  5. washThe residue was washed with methanol

Sources & evidence

ORD record
ord-3604441e8a594ca2bdc8fe59c507e838
Source dataset
uspto-grants-2014_08
Patent number
US08815940B2

Reaction notes

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