Benzyl Alcohol → Dibenzyl ether

HRID 1074296Notes

Reaction equation

HRID 1074296 reaction equation
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(C)C=CC=CC=1>[CH2:1]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 244Benzyl Alcohol

Product 1

HCID 7657Dibenzyl ether

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

When direct esterification was carried out using p-toluenesulfonic acid as a catalyst, the yield of the final product was very low. Even when toluene was used as an azeotropic dehydrating solvent, the yield was as low as 26%. In addition, under the reaction conditions employed, a greater portion of the charged benzyl alcohol self-condensed to form dibenzyl ether. The results are summarizd in Table 4.

Workup

  1. customIn addition, under the reaction conditions

Sources & evidence

ORD record
ord-1c0ada15957a4051a8ccb1b5674d6655
Source dataset
uspto-grants-1990_11
Patent number
US04973737

Reaction notes

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