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

HRID 1283632Notes

Reaction equation

HRID 1283632 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-39e593bb577a4889889825cdb36056b4
Source dataset
uspto-grants-1976_08
Patent number
US03975543

Reaction notes

Loading…