Methanol → HCID 57879488, compound

HRID 1673376Notes

Reaction equation

HRID 1673376 reaction equation
[OH-].[Na+].CO.[C:5]([NH:13][C:14]1[CH:23]=[C:22](/[CH:24]=[CH:25]/[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:21]=[CH:20][C:15]=1[C:16]([O:18]C)=[O:17])(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>O1CCCC1>[C:5]([NH:13][C:14]1[CH:23]=[C:22](/[CH:24]=[CH:25]/[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:21]=[CH:20][C:15]=1[C:16]([OH:18])=[O:17])(=[O:12])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 57879353HCID 57879353, compound

Product 1

HCID 57879488HCID 57879488, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.37 mL of 2.0 mol/L aqueous sodium hydroxide was added dropwise to a mixed solution of 2 mL of methanol and 2 mL of tetrahydrofuran containing 0.18 g of methyl 2-(benzamido)-4-((E)-2-phenylvinyl)benzoate at room temperature, and stirred at the same temperature for 7 hours. The solvent was evaporated under reduced pressure and water was added and pH was adjusted to pH 4.0 with 1.0 mol/L hydrochloric acid. Solid substances were separated by filtration and purified with silica gel column chromatography [eluent; hexane:ethyl acetate=2:1] to obtain 65 mg of 2-(benzamido)-4-((E)-2-phenylvinyl)benzoic acid as white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure and water
  2. additionwas added
  3. customSolid substances were separated by filtration
  4. custompurified with silica gel column chromatography [eluent; hexane:ethyl acetate=2:1]

Sources & evidence

ORD record
ord-2363c3ec03cd4183aa05ebb63dc6bca2
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

Loading…