Hydrochloric Acid → 3'-Fluoro-4'-methoxy-4-acetylbiphenyl

HRID 1761827Notes

Reaction equation

HRID 1761827 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[C:16](Cl)(=[O:18])[CH3:17].[Cl-].[Al+3].[Cl-].[Cl-].Cl>C(=S)=S.O>[F:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:11]=[CH:12][C:13]([C:16](=[O:18])[CH3:17])=[CH:14][CH:15]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 141221243-Fluoro-4-methoxybiphenyl

Product 1

HCID 143886483'-Fluoro-4'-methoxy-4-acetylbiphenylYield 76%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6348Carbon DisulfideSolvent

Procedure

Three grams of said 3-fluoro-4-methoxybiphenyl was dissolved in 14 ml of carbon disulfide, and 1.17 g of acetyl chloride and 2.36 g of aluminum chloride were added, followed by stirring the mixture for 10 hours. Twenty milliliters of 10% hydrochloric acid and then 5 ml of water were added, and the precipitate was filtered and washed with water. The resulting crude crystals were recrystallized from ethanol to obtain 2.75 g of 3'-fluoro-4'-methoxy-4-acetylbiphenyl (yield 76%).

Workup

  1. filtrationthe precipitate was filtered
  2. washwashed with water
  3. customThe resulting crude crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-5998be5ce2974ddea61f4ed04ea1a843
Source dataset
uspto-grants-1989_05
Patent number
US04828754

Reaction notes

Loading…