Trifluoroacetic acid → HCID 12090384, compound

HRID 720772Notes

Reaction equation

HRID 720772 reaction equation
FC(F)(F)C(O)=O.CC([N:12]([CH:16]([CH3:28])[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=1[C:26]#[N:27])C(=O)[O-])(C)C>C(Cl)Cl>[NH2:12][CH:16]([CH3:28])[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=1[C:26]#[N:27]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86607016HCID 86607016, compound

Product 1

HCID 12090384HCID 12090384, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.0 mL trifluoroacetic acid and 1.2 g (4.08 mmol) of 1,1-dimethylethyl[2-(2-cyano-4-fluorophenoxy)-1-methylethyl]carbamate in 10 mL methylene chloride was stirred at ambient temperature for 3 days. Solvent was removed and the residue was taken up in aqueous Na2CO3 and ethyl acetate. The organic layer was separated and washed with water and brine. Drying (MgSO4) and removal of solvent gave 650 mg of 2-(2-aminopropoxy)-5-fluorobenzonitrile as an oil.

Workup

  1. customSolvent was removed
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. customDrying
  5. custom(MgSO4) and removal of solvent

Sources & evidence

ORD record
ord-33f4a4a0886848149d8f5a0b0ce92eec
Source dataset
uspto-grants-2006_11
Patent number
US07135585B2

Reaction notes

Loading…