2,2,2-Trifluoroethanol → HCID 21905435, compound

HRID 1247359Notes

Reaction equation

HRID 1247359 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH:10]=[O:11])[C:5]#[N:6].[CH2:12]([OH:17])[C:13]([F:16])([F:15])[F:14]>C1COCC1.CCOC(C)=O>[CH:10]([C:9]1[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=1[O:17][CH2:12][C:13]([F:16])([F:15])[F:14])=[O:11]

Participants

5

Reactant 2

HCID 64092,2,2-TrifluoroethanolHCID 27831503-Fluoro-4-formylbenzonitrile

Product 1

HCID 21905435HCID 21905435, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 3-fluoro-4-formyl-benzonitrile (CAS 105942-10-7, 1 g) in THF (25 ml) was cooled to 0° C. under argon. Trifluoroethanol (3.36 g) and potassium tert.-butylate (0.83 g) were added subsequently. The mixture was stirred for 2 h. The mixture was diluted with EtOAc and washed with water. The organic phase was dried, filtered and concentrated. The product was purified by flash chromatography (SiO2, cyclohexane/EtOAc 1:1) to give 4-formyl-3-(2,2,2-trifluoro-ethoxy)-benzonitrile. Yellow solid.

Workup

  1. washwashed with water
  2. customThe organic phase was dried
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe product was purified by flash chromatography (SiO2, cyclohexane/EtOAc 1:1)

Sources & evidence

ORD record
ord-d365200129b14215820df48d4d0e057c
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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