Sodium Hydroxide → HCID 59822334, compound

HRID 1678494Notes

Reaction equation

HRID 1678494 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[C:16]([C:18]#[N:19])[CH:15]=[CH:14][C:13]=2[CH3:20])=[CH:8][CH:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[C:18]([C:16]1[CH:15]=[CH:14][C:13]([CH3:20])=[C:12]([C:9]2[CH:10]=[CH:11][C:6]([C:4]([OH:5])=[O:3])=[CH:7][CH:8]=2)[CH:17]=1)#[N:19]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59822376HCID 59822376, compound

Product 1

HCID 59822334HCID 59822334, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5′-Cyano-2′-methyl-biphenyl-4-carboxylic acid ethyl ester (850 mg) and sodium hydroxide (2M, 15 ml) in ethanol (30 ml) was stirred at 20 C for 18 h. The ethanol was then evaporated and the residue acidified. The resulting solid was collected by filtration and was then purified on silica gel. Gradient elution with 0-30% 20:8:1 CH2Cl2/EtOH/NH3 in CH2Cl2 gave the title compound as a white solid (665 mg).

Workup

  1. customThe ethanol was then evaporated
  2. filtrationThe resulting solid was collected by filtration
  3. customwas then purified on silica gel
  4. washGradient elution with 0-30% 20:8:1 CH2Cl2/EtOH/NH3 in CH2Cl2

Sources & evidence

ORD record
ord-c20bf6a10afe4fd08ad5e56bb82530e0
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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