Benzyl Chloride → Benzyl 4-Hydroxybenzoate

HRID 1074294

Reaction equation

HRID 1074294 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O-:8])=[O:7])=[CH:4][CH:3]=1.[Na+].[CH2:12](Cl)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CN(C)C=O>[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7503Benzyl ChlorideHCID 16219477Sodium 4-hydroxybenzoate

Product 1

HCID 7180Benzyl 4-HydroxybenzoateYield 74%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Sodium p-hydroxybenzoate (64 g) and 51 g of benzyl chloride were added to 150 g of dimethylformamide, and reacted at 100° C. for 3 hours. Benzyl p-hydroxybenzoate was obtained in a yield of 74%. The ratio of benzyl p-benzyloxybenzoate, a by-product, formed was 10%.

Workup

  1. customreacted at 100° C. for 3 hours

Sources & evidence

ORD record
ord-8ad97fb84fbe49b499868575a5da03c6
Source dataset
uspto-grants-1990_11
Patent number
US04973737

Linked notes

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