Methanol → HCID 57668048, compound

HRID 2191698Notes

Reaction equation

HRID 2191698 reaction equation
CO.[F:3][C:4]1[CH:28]=[CH:27][C:7]([NH:8][C:9]2[CH:18]=[C:17](/[CH:19]=[CH:20]/[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:16]=[CH:15][C:10]=2[C:11]([O:13]C)=[O:12])=[CH:6][CH:5]=1.[OH-].[Na+]>O1CCCC1>[F:3][C:4]1[CH:28]=[CH:27][C:7]([NH:8][C:9]2[CH:18]=[C:17](/[CH:19]=[CH:20]/[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:16]=[CH:15][C:10]=2[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 57667959HCID 57667959, compound

Product 1

HCID 57668048HCID 57668048, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixed solution of methanol 2 mL and tetrahydrofuran 2 mL of the obtained methyl 2-(4-fluoroanilino)-4-((E)-2-phenylvinyl)benzoate was added 2.0 mol/L sodium hydroxide aqueous solution 2.5 mL at room temperature, and it was stirred at room temperature for 4 hours. The solvent was removed under reduced pressure, water was added to it, and it was adjusted to pH4.0 with 1.0 mol/L hydrochloric acid. Solid matter was filtrated, and it was refined by silica gel column chromatography [eluent; hexane:ethyl acetate=2:1] to give 2-(4-fluoroanilino)-4-((E)-2-phenylvinyl)benzoic acid 58 mg.

Workup

  1. customThe solvent was removed under reduced pressure, water
  2. additionwas added to it, and it
  3. filtrationSolid matter was filtrated

Sources & evidence

ORD record
ord-024493e7272d4a0eb8c29e7dea62642b
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

Loading…