Sodium Hydroxide → HCID 54706446, compound

HRID 857524Notes

Reaction equation

HRID 857524 reaction equation
C([O:3][C:4](=[O:26])[CH:5]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:6][C:7]1[C:8](=[O:18])[O:9][C:10]2[C:15]([C:16]=1[OH:17])=[CH:14][CH:13]=[CH:12][CH:11]=2)C.[OH-].[Na+]>CCO>[CH2:19]([CH:5]([CH2:6][C:7]1[C:8](=[O:18])[O:9][C:10]2[C:15]([C:16]=1[OH:17])=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:4]([OH:26])=[O:3])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86590041HCID 86590041, compound

Product 1

HCID 54706446HCID 54706446, compoundYield 81.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

2-Benzyl-3-(4-hydroxy-2-oxo-2H-chromen-3-yl)-propionic acid ethyl ester (160 mg) in EtOH (1 mL) was added 1N NaOH (1.36 mL). The resulting mixture was heated to 50° C. and stirred for 2 hours, cooled to room temperature, acidified with Conc. HCl/ice and extracted with ether. The organic layer was dried over MgSO4 and conc. in vacuo to give 2-Benzyl-3-(4-hydroxy-2-oxo-2H-chromen-3-yl)-propionic acid as a pale yellow solid (120 mg). MS: 323[M−H].

Workup

  1. temperaturecooled to room temperature
  2. extractionextracted with ether
  3. dry with materialThe organic layer was dried over MgSO4 and conc. in vacuo

Sources & evidence

ORD record
ord-2126987e864e4833998ae500daba40fe
Source dataset
uspto-grants-2006_12
Patent number
US07145020B2

Reaction notes

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