Malonic Acid → HCID 2777277, compound

HRID 1929611Notes

Reaction equation

[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1.C(O)(=O)[CH2:15][C:16]([OH:18])=[O:17]>>[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[CH:15][C:16]([OH:18])=[O:17])=[CH:6][CH:5]=1

Participants

Reactant 2

HCID 867Malonic Acid

HCID 69573p-(Trifluoromethoxy)benzaldehyde

Product 1

HCID 2777277HCID 2777277, compound

Procedure

According to the previously described general procedure (GP1), Knoevenagel condensation (75° C.; 6 h) between 4-(trifluoromethoxy)benzaldehyde (10.000 g; 52.598 mmol) and malonic acid (10.399 g; 99.937 mmol) gave the product 3-(4-trifluoromethoxy-phenyl)-acrylic acid as a colorless solid (12.080 g; 99%). LC-MS: tR=0.96 min.; [M+H]+: no ionisation.

Sources & evidence

ORD record: ord-50352396e33c4f56a3d54c87924a58a3
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188082B2

Reaction notes

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