Sodium Hydroxide → HCID 59518185, compound

HRID 1914314Notes

Reaction equation

HRID 1914314 reaction equation
C[O:2][C:3](=[O:42])[CH2:4][CH2:5][NH:6][C:7](=[O:41])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([O:21][C:22]2[CH:27]=[C:26]([CH3:28])[C:25]([C:29]3[CH:34]=[CH:33][C:32]([O:35][C:36]([F:39])([F:38])[F:37])=[CH:31][CH:30]=3)=[C:24]([CH3:40])[CH:23]=2)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[CH3:40][C:24]1[CH:23]=[C:22]([O:21][CH:14]([C:11]2[CH:10]=[CH:9][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:42])=[O:2])=[O:41])=[CH:13][CH:12]=2)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH:27]=[C:26]([CH3:28])[C:25]=1[C:29]1[CH:30]=[CH:31][C:32]([O:35][C:36]([F:37])([F:39])[F:38])=[CH:33][CH:34]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67153564HCID 67153564, compound

Product 1

HCID 59518185HCID 59518185, compoundYield 111.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 3-{4-[1-(2,6-Dimethyl-4′-trifluoromethoxy-biphenyl-4-yloxy)-heptyl]-benzoylamino}-propionic acid methyl ester (105 mg) in methanol (2 mL) is added sodium hydroxide (5 N aqueous, 0.5 mL) and stirred for 5 h. The reaction mixture is concentrated and acidified by 5 N HCl (0.5 mL), extracted with ethyl acetate. Combined organic layers are washed with water and brine, dried over sodium sulfate. Concentration gives the title compound (114 mg). MS (ES): 572.3 [M+H]+.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. extractionextracted with ethyl acetate
  3. washCombined organic layers are washed with water and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationConcentration

Sources & evidence

ORD record
ord-0a1854836a2842d9a4cc642d8dfaa4e7
Source dataset
uspto-grants-2013_12
Patent number
US08609892B2

Reaction notes

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