Malonic Acid → 2-(Furan-2-yl)prop-2-enoic acid

HRID 1730690Notes

Reaction equation

HRID 1730690 reaction equation
[CH:1](=O)[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)C[C:10]([OH:12])=[O:11].N1CCCC[CH2:16]1>N1C=CC=CC=1>[O:6]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:1](=[CH2:16])[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 867Malonic Acid2×HCID 7362Furfural2×HCID 8082Piperidine

Product 1

HCID 3162592-(Furan-2-yl)prop-2-enoic acid

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Furyl acrylic acid was prepared by reaction of furfural and malonic acid. Furfural (19.2 g.), malonic acid (41.6 g.), pyridine (100 ml.), and piperidine (2 ml.) were charged into a 250 ml. round bottom flask and refluxed for 31/2 hours. The reaction solution was worked up in the manner described in Example 41 to isolate 2-furyl acrylic acid.

Workup

  1. temperatureround bottom flask and refluxed for 31/2 hours

Sources & evidence

ORD record
ord-ee6618720e2e42f1a666e56b3a756687
Source dataset
uspto-grants-1976_11
Patent number
US03993684

Reaction notes

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