Acetic Acid → HCID 70059445, compound

HRID 1740586Notes

Reaction equation

HRID 1740586 reaction equation
C(C([N:7]([C:14]1[CH:19]=[CH:18][C:17](CC#N)=[C:16]([O:23][CH2:24][C:25]([F:28])([F:27])[F:26])[CH:15]=1)C(C(C)(C)C)=O)=O)(C)(C)C.C(C(NC1C=CC(CC#N)=C(OCC(F)(F)F)C=1)=O)(C)(C)C.[ClH:51].[C:52]([OH:55])(=[O:54])[CH3:53]>>[ClH:51].[NH2:7][C:14]1[CH:19]=[CH:18][C:17]([CH2:53][C:52]([OH:55])=[O:54])=[C:16]([O:23][CH2:24][C:25]([F:26])([F:27])[F:28])[CH:15]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 18700096HCID 18700096, compoundHCID 18700166HCID 18700166, compound

Product 1

HCID 70059445HCID 70059445, compound

Procedure

A ~3:1 mixture of 4-(N,N-di-(tert-butylcarbonyl)-amino)-2-(2,2,2-trifluoroethoxy)phenylacetonitrile and 4-(tert-butylcarbonylamino)-2-(2,2,2-trifluoroethoxy)phenylacetonitrile (1.1 g) from Step 5 above was refluxed in a 1:1 mixture of acetic acid and concentrated aqueous HCl for 3 h. The solvents were removed under reduced pressure. The residue was dissolved in water and the solvent was evaporated under reduced pressure to remove residual acetic acid. 4-Amino-2-(2,2,2-trifluoroethoxy)phenylacetic acid hydrochloride was obtained as a colorless gum (HPLC retention time=4.2 min (method A)).

Workup

  1. customThe solvents were removed under reduced pressure
  2. dissolutionThe residue was dissolved in water
  3. customthe solvent was evaporated under reduced pressure
  4. customto remove residual acetic acid

Sources & evidence

ORD record
ord-17f4d90c901947ddb9ea57c617f67eda
Source dataset
uspto-grants-1999_10
Patent number
US05968938

Reaction notes

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