Trifluoroacetic acid → (2E)-3-[5-(benzyloxycarbonyl)furan-2-yl]-2-propenoic acid

HRID 517336Notes

Reaction equation

HRID 517336 reaction equation
[CH2:1]([O:8][C:9]([C:11]1[O:12][C:13]([CH:16]=[CH:17][C:18]([O:20]C(C)(C)C)=[O:19])=[CH:14][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>>[CH2:1]([O:8][C:9]([C:11]1[O:12][C:13](/[CH:16]=[CH:17]/[C:18]([OH:20])=[O:19])=[CH:14][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 779345505-(2-tert-Butoxycarbonylethenyl)furan-2-carboxylic acid benzyl ester

Product 1

HCID 70869499(2E)-3-[5-(benzyloxycarbonyl)furan-2-yl]-2-propenoic acid

Procedure

To 5-(2-tert-butoxycarbonylethenyl)furan-2-carboxylic acid benzyl ester (0.15 g, 0.46 mmol) obtained in Example 41, step 2 was added trifluoroacetic acid (3 mL), and the mixture was stirred for 30 minutes. The solvent was evaporated under reduced pressure to give the title compound.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f491899c07b74235a3fb6af232a38953
Source dataset
uspto-grants-2015_08
Patent number
US09115107B2

Reaction notes

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