Sodium Hydroxide → HCID 11572536, compound

HRID 440825Notes

Reaction equation

HRID 440825 reaction equation
[C:1]1(/[CH:11]=[CH:12]/[C:13]2[CH:18]=[CH:17][C:16]([C:19]([O:21]C)=[O:20])=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([O:9]C)=[O:8])[CH:2]=1.[OH-].[Na+]>COCOC.CO>[C:1]1(/[CH:11]=[CH:12]/[C:13]2[CH:14]=[CH:15][C:16]([C:19]([OH:21])=[O:20])=[CH:17][CH:18]=2)[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([OH:9])=[O:8])[CH:2]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86749510HCID 86749510, compound

Product 1

HCID 11572536HCID 11572536, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8020DimethoxymethaneSolvent

Procedure

A solution of 2.2 g of dimethyl (E)-stilbene-3,4'-dicarboxylate in 25 ml of dimethoxymethane and 12 ml of methanol was treated with 10 ml of 2M sodium hydroxide solution and heated under reflux for 18 hours. The reaction solution was concentrated. The aqueous residue was again diluted with water and acidified to pH 1 with 2N hydrochloric acid. The precipitate was filtered off under suction, rinsed with ice-water and dried at 60° C. overnight in a drying oven. There was obtained (E)-stilbene-3,4'-dicarboxylic acid as a light coloured powder, MS: m/z 268 (M+).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 18 hours
  3. concentrationThe reaction solution was concentrated
  4. additionThe aqueous residue was again diluted with water
  5. filtrationThe precipitate was filtered off under suction
  6. washrinsed with ice-water
  7. customdried at 60° C. overnight in a drying oven

Sources & evidence

ORD record
ord-58897176374b4ad38599a1cc0bc7587a
Source dataset
uspto-grants-1996_05
Patent number
US05521160

Reaction notes

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