Trifluoroacetic acid → 2-(4-Methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)propanoic acid

HRID 2173172Notes

Reaction equation

HRID 2173172 reaction equation
C[C:2]([C:5]([C:10]1[CH:19]=[CH:18][C:13]2[C:14](=[O:17])[O:15][CH2:16][C:12]=2[C:11]=1[CH3:20])(C)[C:6]([O-:8])=[O:7])(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:20][C:11]1[C:12]2[CH2:16][O:15][C:14](=[O:17])[C:13]=2[CH:18]=[CH:19][C:10]=1[CH:5]([CH3:2])[C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 866472971,1-Dimethylethyl-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)propanoate

Product 1

HCID 675132282-(4-Methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)propanoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)propanoate (400 mg, 1.4 mmol) in 10 mL of anhydrous DCM was added TFA (2.5 mL) dropwise at r.t. Then the mixture was stirred for 1 hour. The solvent was removed under vacuum to give the crude 2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)propanoic acid, which was used for next step without purification.

Workup

  1. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-771befc21e214985ba87a69d1f809c92
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

Loading…