Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 329997Generated: October 27, 2026

Dimethylformamide → 1,4-Bis(p-carbobenzyloxyphenoxymethyl)benzene

https://huagongshe.com/reaction/329997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzyl 4-HydroxybenzoateHCID 7180—
Reactantalpha,alpha'-Dichloro-p-xyleneHCID 12171—
SolventWaterHCID 962—
Product1,4-Bis(p-carbobenzyloxyphenoxymethyl)benzeneHCID 1432367133.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of p-hydroxybenzoic acid benzyl ester (68.4 g, 0.3 mol) in N,N-dimethylformamide (274 g) sodium carbonate (15.9 g, 0.15 mol) was added, and stirred at 100° C. Then, p-xylylenedichloride (26.2 g, 0.15 mol) was added to the reaction mixture in 10 minutes, and stirred at 100° C. for one hour. Water was added to the resultant to separate a clued precipitate. The precipitate was filtered, added to N,N-dimethylformamide to be dissolved at 90° C., cooled, filtered, and dried to give a white crystal of 1,4-bis(p-carbobenzyloxyphenoxymethyl)benzene (27.8 g, yield 33.0): m.p. 154°-157° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04894359
Source datasetuspto-grants-1990_01
ORD IDord-5d57cfe81a4249d7acd7f41e61b5abc6
Source noteuspto-grants-1990_01