Malonic Acid → 261951-72-8

HRID 1929609Notes

Reaction equation

HRID 1929609 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH3:10])[CH:5]=O.C(O)(=O)[CH2:12][C:13]([OH:15])=[O:14]>>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:12][C:13]([OH:15])=[O:14])[CH:7]=[CH:8][C:9]=1[CH3:10]

Participants

3

Reactant 2

HCID 867Malonic AcidHCID 27745743-Fluoro-4-methylbenzaldehyde

Product 1

HCID 2774608261951-72-8

Procedure

According to the previously described general procedure (GP1), Knoevenagel condensation (75° C.; 2h30) between 3-fluoro-4-methyl-benzaldehyde (10.519 g; 76.154 mmol) and malonic acid (15.056 g; 144.694 mmol) gave the product 3-(3-fluoro-4-methyl-phenyl)-acrylic acid as a colorless solid (11.860 g; 86%). LC-MS: tR=0.84 min; [M+H]+: no ionisation.

Sources & evidence

ORD record
ord-920f8b6c2b464ee39e9907fd04ec3c00
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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