2-Fluoro-5-formylbenzonitrile → (E)-3-(3-Cyano-4-fluorophenyl)acrylic acid

HRID 2212038Notes

Reaction equation

HRID 2212038 reaction equation
CS(OC1C=CC(/C=[CH:13]/[C:14]([OH:16])=[O:15])=CC=1)(=O)=O.[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][C:19]=1[C:26]#[N:27].C(C1C=CC(OS(C)(=O)=O)=CC=1)=O>>[C:26]([C:19]1[CH:20]=[C:21](/[CH:22]=[CH:13]/[C:14]([OH:16])=[O:15])[CH:24]=[CH:25][C:18]=1[F:17])#[N:27]

Participants

4

Reactant 3

HCID 27695822-Fluoro-5-formylbenzonitrileHCID 144212934-Formylphenyl methanesulfonateHCID 15726601(2E)-3-(4-((Methylsulfonyl)oxy)phenyl)-2-propenoic acid

Product 1

HCID 21964122(E)-3-(3-Cyano-4-fluorophenyl)acrylic acid

Procedure

5.52 g of (E)-3-(3-cyano-4-fluorophenyl)acrylic acid was synthesized as described for (E)-3-(4-(methanesulfonyloxy)phenyl)acrylic acid, using 4-fluoro-3-cyanobenzaldehyde (commercially available at Aldrich) instead of methanesulfonic acid 4-formylphenyl ester.

Sources & evidence

ORD record
ord-fcc0565f987147498e1c1adca62d4f14
Source dataset
uspto-grants-2006_09
Patent number
US07101898B2

Reaction notes

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