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

HRID 2269767Notes

Reaction equation

HRID 2269767 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

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 reacted 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. This 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 resulting mixture was reacted at 40° C. for one night
  2. customthe reaction liquid
  3. concentrationwas concentrated under a reduced pressure
  4. additionadded
  5. filtrationthe precipitated crystal was filtered out
  6. washThis crystal was washed with water
  7. dry with materiala small amount of methanol, and was dried

Sources & evidence

ORD record
ord-89f50740a83c4c1e915c81bf03368aff
Source dataset
uspto-grants-2001_12
Patent number
US06329546B1

Reaction notes

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