Fumaric Acid → Ethanol

HRID 483982Notes

Reaction equation

HRID 483982 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5]>C(O)C>[C:1]([O-:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([O-:6])=[O:5].[CH2:4]([OH:5])[CH3:3]

Participants

4

Reactant 1

HCID 444972Fumaric Acid

Product 2

HCID 702EthanolYield 68.3%HCID 5460307Fumarate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Fumarate is prepared from 6.3 g (0.0158 mol) of base in 100 ml of ethanol and 1.83 g (0.0158 mol) of fumaric acid in 180 ml of ethanol. The clear solution obtained is concentrated almost completely, ethyl acetate is added and the mixture is triturated. A white solid is obtained, which product is recrystallised in ethanol (68.3% yield).

Workup

  1. customThe clear solution obtained
  2. concentrationis concentrated almost completely
  3. additionethyl acetate is added
  4. customthe mixture is triturated
  5. customA white solid is obtained

Sources & evidence

ORD record
ord-96e4f45e874f4c689dd0359f4a422fed
Source dataset
uspto-grants-1993_07
Patent number
US05229392

Reaction notes

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