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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72072Generated: October 28, 2026

4-Hydroxybenzoic Acid → 648422-76-8

https://huagongshe.com/reaction/72072

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hydroxybenzoic AcidHCID 135—
ReactantWaterHCID 962—
ReactantBoric AcidHCID 7628—
Reactant2-Amino-4-tert-amylphenolHCID 330042—
Solvent1,2-DichlorobenzeneHCID 7239—
Product648422-76-8HCID 13616337081.5%

Reaction Steps

A 350 ml three necked reaction flask, equipped with a mechanical stirrer, a thermometer a “wood metal” heating bath and a reflux condenser combined with a water separator were charged with 25.1 g (140 mmol) of 2-amino-4-(1,1-dimethyl-propyl)-phenol (see above), 19.3 g (140 mmol) of 4-hydroxy benzoic acid and 1.5 g of boric acid suspended in 140 ml of 1,2-dichlorobenzene under nitrogen atmosphere. This mixture was refluxed until two equivalents of water had separated (about 4 hours). When cold, 50 ml of diisopropylether were added and this mixture was filtered and the crystalline product was washed with diisopropylether and pentane and dried. 32.1 g (81%) of the product were obtained. M.p. 236-237° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828365B2
Source datasetuspto-grants-2014_09
ORD IDord-c027ee709fac4a838a7b3ef6f1a06eef
Source noteuspto-grants-2014_09