Sodium Hydroxide → Benzoic acid, 2-nitro-3-(phenylmethoxy)-

HRID 2287543Notes

Reaction equation

HRID 2287543 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([N+:25]([O-:27])=[O:26])=[C:11]([CH:22]=[CH:23][CH:24]=1)[C:12]([O:14]CC1C=CC=CC=1)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH2:1]([O:8][C:9]1[C:10]([N+:25]([O-:27])=[O:26])=[C:11]([CH:22]=[CH:23][CH:24]=1)[C:12]([OH:14])=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10594871Benzyl 3-benzyloxy-2-nitrobenzoate

Product 1

HCID 10802200Benzoic acid, 2-nitro-3-(phenylmethoxy)-Yield 91.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of benzyl 3-benzyloxy-2-nitrobenzoate (640 mg) in ethanol (5 ml) was added 1N sodium hydroxide solution (1.94 ml) at ambient temperature, and the mixture was stirred at 60° C. for 1 hour. The reaction mixture was adjusted to pH 4, and the resulting precipitates were collected by filtration and dried to give 3-benzyloxy-2-nitrobenzoic acid (439 mg).

Workup

  1. customthe resulting precipitates
  2. filtrationwere collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-c5cc7afcebdb4f4e9a3196eb4851221c
Source dataset
uspto-grants-2000_07
Patent number
US06083961

Reaction notes

Loading…