Benzyl Chloride → Benzyl Phenyl Ether

HRID 273662

Reaction equation

HRID 273662 reaction equation
O.O.O.[C:4]1([O-:10])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Na+].[CH2:12](Cl)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CO>[CH2:12]([O:10][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 7503Benzyl ChlorideHCID 23681143Sodium Phenoxide Trihydrate

Product 1

HCID 70352Benzyl Phenyl EtherYield 67%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of sodium phenolate trihydrate (10.2 g; 60 mmole) and benzyl chloride (6.4 ml; 56 mmole) in methanol (150 ml) was pumped through the system (15 ml/minute; 146°-7° C.; 1000-1050 kPa). The MeOH was rotary evaporated off and the residue recrystallised from EtOH to afford colourless needles of phenyl benzyl ether (6.9 g; 67% yield), m.p. 36°-36.3° C.

Workup

  1. customwas pumped through the system (15 ml/minute; 146°-7° C.; 1000-1050 kPa)
  2. customThe MeOH was rotary evaporated off
  3. customthe residue recrystallised from EtOH

Sources & evidence

ORD record
ord-80ea20519fd44352987956fe78cc4b12
Source dataset
uspto-grants-1995_02
Patent number
US05387397

Linked notes

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