Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2422992Generated: October 29, 2026

O-Cresol → HCID 12081207, compound

https://huagongshe.com/reaction/2422992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-CresolHCID 335—
ReactantPhosphoric AcidHCID 1004—
ReactantSodium HydroxideHCID 14798—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant1,3-AdamantanediolHCID 573829—
SolventTolueneHCID 1140—
ProductHCID 12081207HCID 1208120780%

Reaction Conditions

Temperature90 °C

Reaction Steps

In a flask having an inside volume of 100 mL, 8.4 g (50 mmol) of 1,3-adamantanediol, 37 g (400 mmol) of o-cresol and 3.8 g (20 mmol) of p-toluenesulfonic acid monohydrate were charged and heated to 90° C. with stirring. The mixture was heated with stirring for 10 hours until the chromatographic peak of 1,3-adamantanediol disappeared. After completion of the reaction, the reaction mixture was added with 40 mL of toluene and 0.1 g of 85% by mass phosphoric acid and, thereafter, neutralized with a 10% by mass aqueous sodium hydroxide solution. The organic layer was then washed twice with water and cooled so that crystals were precipitated. The crystals were collected by filtration, rinsed with toluene and dried to obtain 14 g (yield: 80%) of BPM13 as white solids.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960483B2
Source datasetuspto-grants-2011_06
ORD IDord-8764061a60354b76acd0fdb06e3a8575
Source noteuspto-grants-2011_06