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

HRID 332605Notes

Reaction equation

HRID 332605 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-19c8c9a010e74a4eaa4ffeb253461364
Source dataset
uspto-grants-2014_11
Patent number
US08877805B2

Reaction notes

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