Benzyl Alcohol → Benzyl propionate

HRID 1112328Notes

Reaction equation

HRID 1112328 reaction equation
[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[CH2:6](O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C>O1CCCC1>[C:1]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[O:4])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 1032Propionic AcidHCID 8471Triethylamine

Product 1

HCID 31219Benzyl propionate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The activated esters of type (3) react with alcohols, and also with phenols, thiophenols or mercaptans, to form esters. For example, activated propionic acid and benzyl alcohol in tetrahydrofuran, in the presence of triethylamine, give a very good yield of benzyl propionate.

Sources & evidence

ORD record
ord-f7bd772a74a748e6953dec58759a4ced
Source dataset
uspto-grants-1978_10
Patent number
US04122090

Reaction notes

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