Sodium Hydroxide → HCID 12247210, compound

HRID 1533459Notes

Reaction equation

HRID 1533459 reaction equation
C[O:2][C:3]([C:5]1[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH3:18])=[C:9]([O:19][CH3:20])[CH:8]=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+]>C(O)C>[CH3:20][O:19][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]([C:3]([OH:4])=[O:2])[C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH3:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 282428methyl 2',6-dimethoxybiphenyl-2-carboxylate

Product 1

HCID 12247210HCID 12247210, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 188.4 mg (0.69 mmol) of ester prepared in Step A and 0.28 mL (1.39 mmol) of 5N NaOH in 2 mL of ethanol was refluxed under nitrogen for 1.5 hours. The mixture was partitioned between EtOAc, ice, 2N HCl, and the organic phase was separated, washed with brine, dried over Na2SO4, filtered, evaporated, and dried in vacuo to give 171.6 mg of the title acid which was used without further purification.

Workup

  1. temperaturewas refluxed under nitrogen for 1.5 hours
  2. customThe mixture was partitioned between EtOAc, ice, 2N HCl
  3. customthe organic phase was separated
  4. washwashed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated
  8. customdried in vacuo

Sources & evidence

ORD record
ord-7ef3325b2ce940c4928ed679a4fc5f1d
Source dataset
uspto-grants-2001_03
Patent number
US06207823B1

Reaction notes

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