Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1808729Generated: October 31, 2026

3-Hydroxybenzyl alcohol → HCID 59612676, compound

https://huagongshe.com/reaction/1808729

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Hydroxybenzyl alcoholHCID 102—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1,3-DibromopropaneHCID 8001—
ReactantPotassium CarbonateHCID 11430—
SolventEthylene GlycolHCID 174—
ProductHCID 59612676HCID 59612676—

Reaction Conditions

Temperature80 °C

Reaction Steps

The solution of 3-(hydroxymethyl)phenol (8.8 g, 71 mmol) and of paratoluenesulfonic acid (PTSA) (2.3 g, 13.4 mmol) in ethylene glycol (180 mL) is heated to 130° C. under argon for 40 hrs. After cooling down to 80° C., K2CO3 (13 g, 94 mmol) and then 1,3-dibromopropane (42 mL, 386 mmol) are added. After 2 hrs of stirring at this temperature, the reaction is cooled to RT and extracted with a DCM-H2O mixture. And then the organic phase is washed several times with water, dried on Na2SO4 and concentrated in vacuo. The final crude product is obtained as a yellow oil (14 g, 68% for two steps) and used without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08361993B2
Source datasetuspto-grants-2013_01
ORD IDord-92ac93fbb546464f92e377e0859d5c7a
Source noteuspto-grants-2013_01