Hydrochloric Acid → 3-(4-Fluorophenyl)-3-methylbutan-2-one

HRID 1086409Notes

Reaction equation

HRID 1086409 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](C)([CH3:11])[C:9]#N)=[CH:4][CH:3]=1.C[Li].Cl.C([O:18][CH2:19][CH3:20])C>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:11])([CH3:9])[C:19](=[O:18])[CH3:20])=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2×HCID 212511052-(4-Fluorophenyl)-2-methylpropanenitrileHCID 178418348HCID 178418348, compound

Product 1

HCID 198258703-(4-Fluorophenyl)-3-methylbutan-2-one

Procedure

To a solution of 5.84 g 2-(4-fluorophenyl)-2-methylpropionitrile in abs. diethylether are added dropwise at -30° and under inert gas, 22 ml of a 1.6M solution of methyllithium in diethylether. The cooling bath is then taken away and the mixture stirred for 3 hours at room temperature. The reaction mixture is poured onto ice, the organic phase stirred overnight with 6N HCl, washed after separation of the acid phase, dried and evaporated in vacuum. The thus obtained oily residue is reacted further without purification.

Workup

  1. additionThe reaction mixture is poured onto ice
  2. washwashed
  3. customafter separation of the acid phase
  4. customdried
  5. customevaporated in vacuum
  6. customThe thus obtained oily residue is reacted further without purification

Sources & evidence

ORD record
ord-ceda18a4d2a54f94888e9665240f209d
Source dataset
uspto-grants-1991_07
Patent number
US05030625

Reaction notes

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