Methanol → HCID 59385296, compound

HRID 2356829Notes

Reaction equation

HRID 2356829 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=2)[CH:6]=[CH:7][C:8]=1[C:9]([O:11]C)=[O:10].CO.O.[OH-].[Na+]>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=2)[CH:6]=[CH:7][C:8]=1[C:9]([OH:11])=[O:10]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 59385322HCID 59385322, compound

Product 1

HCID 59385296HCID 59385296, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Methyl 3-methoxy-4′-nitrobiphenyl-4-carboxylate (0.35 g, 0.97 mmol) was suspended in THF (6 mL), MeOH (6 mL) and water (3 mL), and NaOH (0.19 g, 4.9 mmol) was added. The reaction mixture was heated at 50° C. for 3 h. Upon cooling to rt, the reaction mixture was concentrated under reduced pressure and acidified with 2N HCl. The resulting solid was collected by filtration and dried in a 40° C. vacuum oven, yielding 0.28 g (quantitative) of the title compound. 1H NMR (400 MHz, DMSO-d6) δ 3.90 (s, 3H), 7.35-7.41 (m, 2H), 7.77 (d, 1H), 8.03 (d, 2H), 8.36 (d, 2H).

Workup

  1. temperatureUpon cooling to rt
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. filtrationThe resulting solid was collected by filtration
  4. customdried in a 40° C. vacuum oven

Sources & evidence

ORD record
ord-7cbe514a6f224cc08ae78ae2c36a431d
Source dataset
uspto-grants-2010_07
Patent number
US07759376B2

Reaction notes

Loading…