Sodium Hydroxide → HCID 67343466, compound

HRID 1669317Notes

Reaction equation

HRID 1669317 reaction equation
C[O:2][C:3](=[O:38])[CH2:4][CH2:5][NH:6][C:7](=[O:37])[C:8]1[CH:13]=[CH:12][C:11]([C:14]([C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=3)=[CH:23][CH:22]=2)=[CH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[F:34][C:33]([F:35])([F:36])[C:30]1[CH:29]=[CH:28][C:27]([C:24]2[CH:23]=[CH:22][C:21]([C:14]([C:11]3[CH:10]=[CH:9][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:38])=[O:2])=[O:37])=[CH:13][CH:12]=3)=[CH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:26][CH:25]=2)=[CH:32][CH:31]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67343323HCID 67343323, compound

Product 1

HCID 67343466HCID 67343466, compoundYield 77.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 3-{4-[1-(4′-trifluoromethyl-biphenyl-4-yl)-hept-1-enyl]-benzoylamino}-propionic acid methyl ester (40 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 NHCl (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 (30 mg). MS (ES): 508.3 [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-1247c86415b24cbf81d280f5dc6b548b
Source dataset
uspto-grants-2011_08
Patent number
US07989457B2

Reaction notes

Loading…