1-Ethenyl-4-(trifluoromethyl)benzene → 4-Ethylbenzotrifluoride

HRID 924671

Reaction equation

HRID 924671 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][CH:4]=1)=[CH2:2]>C1COCC1.[Pd]>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]([F:10])([F:11])[F:12])=[CH:7][CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 27827981-Ethenyl-4-(trifluoromethyl)benzene

Product 1

HCID 53246974-Ethylbenzotrifluoride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-ethenyl-4-(trifluoromethyl)benzene (1.72 mL, 11.6 mmol) in THF (60 mL) was stirred in the presence of Pd/C (10%, 400 mg), under a hydrogen atmosphere (45 psi) for 7 h. The solid was filtered through celite (washed with DCM) and the filtrate was carefully concentrated, keeping the temperature of the bath below 20° C. at 200 mmHg. The concentrated solution thus obtained was used in the next step without further manipulation.

Workup

  1. filtrationThe solid was filtered through celite (washed with DCM)
  2. concentrationthe filtrate was carefully concentrated
  3. customthe temperature of the bath below 20° C.
  4. customThe concentrated solution thus obtained

Sources & evidence

ORD record
ord-be6e3d4980564493a300094b7485178b
Source dataset
uspto-grants-2016_03
Patent number
US09283224B2

Linked notes

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