Sodium Hydroxide → HCID 68798163, compound

HRID 1724121Notes

Reaction equation

HRID 1724121 reaction equation
C([O:3][C:4](=[O:21])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[C:14]=1[CH3:20])C.[OH-].[Na+]>C1COCC1>[CH3:20][C:14]1[C:15]([CH3:19])=[CH:16][CH:17]=[CH:18][C:13]=1[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[CH:6]=[CH:5][C:4]([OH:21])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68796652HCID 68796652, compound

Product 1

HCID 68798163HCID 68798163, compoundYield 101.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-(2′,3′-dimethyl-biphenyl-2-yl)-acrylic acid ethyl ester (110 mg, 0.39 mmoles) in THF (3 ml)/2N NaOH (3 ml) was heated to 160° C. for 10 min in a microwave reactor. The mixture was cooled to rt and partitioned between 1N HCl and ethyl acetate. The organic layer was washed with water and brine, then dried over sodium sulfate and concentrated to afford the desired acid (100 mg, 100%).

Workup

  1. custompartitioned between 1N HCl and ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-eafc270087b94747b3bf4b66be7b460e
Source dataset
uspto-grants-2009_02
Patent number
US07485752B2

Reaction notes

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