Lithium Hydroxide → 3-Isopropoxy-4-nitrobenzoic acid

HRID 1676532

Reaction equation

HRID 1676532 reaction equation
C[O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[C:6]([O:13][CH:14]([CH3:16])[CH3:15])[CH:5]=1.[OH-].[Li+]>CO>[CH:14]([O:13][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[N+:10]([O-:12])=[O:11])[C:3]([OH:17])=[O:2])([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 21187964Methyl 3-isopropoxy-4-nitrobenzoate

Product 1

HCID 6029283-Isopropoxy-4-nitrobenzoic acidYield 0.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1.0 g (4.2 mole) of 3-isopropoxy-4-nitro-benzoic acid methyl ester in 20 mL of methanol was added 8.4 mL (8.4 mole) of 1M lithium hydroxide. The mixture was stirred at room temperature for 2 hours. The mixture was partially concentrated under reduced pressure and then acidified to by addition of 1 M of hydrochloric acid. The solid, which formed, was collected by filtration, washed with water and dried under vacuum to give 0.93 g of 3-isopropoxy-4-nitro-benzoic acid as a white solid.

Workup

  1. concentrationThe mixture was partially concentrated under reduced pressure
  2. additionacidified to by addition of 1 M of hydrochloric acid
  3. customThe solid, which formed
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-757f21fd13ab4c81ae355543d164fc48
Source dataset
uspto-grants-2011_08
Patent number
US08003785B2

Linked notes

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