2,2,2-Trifluoroethanol → HCID 54370116, compound

HRID 1593074Notes

Reaction equation

HRID 1593074 reaction equation
[CH2:1]([OH:6])[C:2]([F:5])([F:4])[F:3].CC(C)([O-])C.F[C:13]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21]>C1COCC1.C(OCC)(=O)C>[F:19][C:17]1[CH:18]=[CH:13][C:14]([N+:20]([O-:22])=[O:21])=[C:15]([O:6][CH2:1][C:2]([F:5])([F:4])[F:3])[CH:16]=1

Participants

6

Reactant 3

HCID 64092,2,2-TrifluoroethanolHCID 679672,4-DifluoronitrobenzeneHCID 45749132-Methylpropan-2-olate

Product 1

HCID 54370116HCID 54370116, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of trifluoroethanol in 4 mL dry THF, was added tert-butoxide (378 mg, 3.37 mmol) at 0° C. The resulting mixture was added dropwise to the solution of 2,4-difluoro-1-nitro-benzene (536 mg, 3.37 mmol) in 5 mL dry THF at 0° C. The mixture was stirred at 0° C. for 30 minutes, then diluted with ethyl acetate and washed with brine. The organic layers were combined and concentrated in vacuo to give 4-fluoro-1-nitro-2-(2,2,2-trifluoro-ethoxy)-benzene.

Workup

  1. washwashed with brine
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-eb539c5e3b7546989bdd90fa44c56993
Source dataset
uspto-grants-2007_11
Patent number
US07294635B2

Reaction notes

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