Sulfuric Acid → 4-Ethyl-4'-fluoro-1,1'-biphenyl

HRID 2399141Notes

Reaction equation

HRID 2399141 reaction equation
C(C1C=CC(C2C=CC=CC=2F)=CC=1)#C.[C:16]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)=[CH:20][CH:19]=1)#[CH:17].S(=O)(=O)(O)O.[H][H]>>[CH2:16]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)=[CH:20][CH:19]=1)[CH3:17]

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 42040FluretofeneHCID 196905164-Ethynyl-4'-fluoro-1,1'-biphenylHCID 178418361HCID 178418361, compound

Product 1

HCID 214329114-Ethyl-4'-fluoro-1,1'-biphenyl

Procedure

The procedure of Example 1 was repeated, except that the 1-ethynyl-4-(2-fluorophenyl)benzene was replaced with 1.5 g of 1-ethynyl-4-(4-fluorophenyl)benzene, the amount of catalyst was reduced to 0.5 g, the sulfuric acid was omitted, initial hydrogen pressure was 48 psig, and the reduction was allowed to proceed overnight. Evaporation of the benzene left a solid which was recrystallized from hexane to give 1-ethyl-4-(4-fluorophenyl)benzene, mp 60°-63°. The following elemental analysis was obtained:

Workup

  1. customEvaporation of the benzene
  2. waitleft a solid which
  3. customwas recrystallized from hexane

Sources & evidence

ORD record
ord-dce3f6478f42454ea008bac3cefc2049
Source dataset
uspto-grants-1977_05
Patent number
US04027041

Reaction notes

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