Acetic Acid → 2-(2,2,2-Trifluoroethoxy)-3-chlorophenylacetic acid

反応式

[F:1][C:2]([F:16])([F:15])[CH2:3][O:4][C:5]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:6]=1CC#N.Cl.[C:18]([OH:21])(=[O:20])[CH3:19]>>[F:16][C:2]([F:1])([F:15])[CH2:3][O:4][C:5]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:19][C:18]([OH:21])=[O:20]

参加物

反応物 3

HCID 176Acetic Acid

HCID 313Hydrochloric Acid

HCID 540256162-(2,2,2-Trifluoroethoxy)-3-chlorophenylacetonitrile

生成物 1

HCID 539993942-(2,2,2-Trifluoroethoxy)-3-chlorophenylacetic acid

実験手順

2-(2,2,2-trifluoroethoxy)-3-chlorophenyl-acetonitrile (1.2 g, 5.1 mmol) from Step 3 above was refluxed in a 2:1 mixture of acetic acid and concentrated aqueous HCl (25 mL) for 12 h. The solvents were removed under reduced pressure and the residue was partitioned between EtOAc and water. The organic phase was washed with water, dried (MgSO4), filtered, and the solvent was removed under reduced pressure to give 2-(2,2,2-trifluoroethoxy)-3-chlorophenylacetic acid as an oil.