4,4'-Bis(chloromethyl)-1,1'-biphenyl → 4,4'-Bis(acetoxymethyl)biphenyl

HRID 1413192

Reaction equation

HRID 1413192 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15]Cl)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[C:17]([O-:20])(=[O:19])[CH3:18].[K+]>C(O)(=O)C>[C:17]([O:20][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][O:20][C:17](=[O:19])[CH3:18])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)(=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 742754,4'-Bis(chloromethyl)-1,1'-biphenylHCID 517044Potassium Acetate

Product 1

HCID 113355074,4'-Bis(acetoxymethyl)biphenylYield 68%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.1 moles 4,4'bis(chloromethyl)biphenyl (prepared by method A above), 0.25 moles potassium acetate and 100 mls glacial acetic acid were reflux for 17 hours with stirring. The reaction mixture was filtered and the filtrate evaporated to dryness at 80° C. under water pump vacuum. The residue was recrystallised from methanol to yield 0.068 moles product=68 percent of theory.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate evaporated to dryness at 80° C. under water
  3. customThe residue was recrystallised from methanol

Sources & evidence

ORD record
ord-cd45187925c44287a3a065ce599d65d3
Source dataset
uspto-grants-1981_02
Patent number
US04248976

Linked notes

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