Sodium Hydroxide → 3-(2-Nitro-benzo[d]phenyl)-2-methyl-2-propenoic acid

HRID 1976878Notes

Reaction equation

HRID 1976878 reaction equation
C([O:3][C:4](=[O:21])[C:5]([CH3:20])=[CH:6][C:7]1[CH:12]=[C:11]2[CH:13]=[CH:14][C:15]([N+:17]([O-:19])=[O:18])=[CH:16][C:10]2=[CH:9][CH:8]=1)C.[OH-].[Na+]>CO>[N+:17]([C:15]1[CH:14]=[CH:13][C:11]2[C:10]([CH:16]=1)=[CH:9][CH:8]=[C:7]([CH:6]=[C:5]([CH3:20])[C:4]([OH:21])=[O:3])[CH:12]=2)([O-:19])=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 702149343-(2-Nitro-benzo[d]phenyl)-2-methyl-2-propenoic acid ethyl ester

Product 1

HCID 702170133-(2-Nitro-benzo[d]phenyl)-2-methyl-2-propenoic acidYield 98.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

Into 130 ml of methanol, 5.48 g (19 mmol) of 3-(2-nitro-benzo[d]phenyl)-2-methyl-2-propenoic acid ethyl ester were dissolved; and, with 23 ml of a 2-N aqueous sodium hydroxide solution being added thereto, the resulting mixture was stirred at 40° C. for one night. After the completion of the reaction was confirmed by TLC, the reaction liquid was concentrated under a reduced pressure. The pH of the concentrated product was adjusted to 1 with 1-N hydrochloric acid being added thereto, and the precipitated crystal was filtered out. Thus obtained crystal was washed with water and a small amount of methanol, and was dried, whereby 4.8 g of the aimed compound were obtained as a crystal (yield: 98%).

Workup

  1. customthe reaction liquid
  2. concentrationwas concentrated under a reduced pressure
  3. additionadded
  4. filtrationthe precipitated crystal was filtered out
  5. washThus obtained crystal was washed with water
  6. dry with materiala small amount of methanol, and was dried

Sources & evidence

ORD record
ord-6c2403ed2ee240369b8d47d06f10ac55
Source dataset
uspto-grants-2001_05
Patent number
US06229020B1

Reaction notes

Loading…