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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27244Generated: October 26, 2026

2-Amino-2-methyl-1-propanol → N-(2-hydroxy-1,1-dimethylethyl)-2-biphenylcarboxamide

https://huagongshe.com/reaction/27244

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-2-methyl-1-propanolHCID 11807—
ReactantThionyl ChlorideHCID 24386—
Reactanto-Phenylbenzoic acidHCID 70357—
SolventDichloromethaneHCID 6344—
ProductN-(2-hydroxy-1,1-dimethylethyl)-2-biphenylcarboxamideHCID 11054714—

Reaction Steps

6 Parts of biphenyl-2-carboxylic acid is added to 15 parts by volume of thionyl chloride and the mixture is stirred at ambient temperature for about 22 hours. The thionyl chloride is distilled off under reduced pressure, then benzene is added and distilled off under reduced pressure leaving an oil. The oil is dissolved in 15 parts by volume of methylene chloride and added dropwise with stirring to a solution of 5.5 parts of 2-amino-2-methylpropanol in 15 parts by volume of methylene chloride at 0° C. The resultant mixture is stirred at ambient temperature overnight, filtered and the filtrate washed with water, twice with 25 parts by volume of 5% hydrochloric acid, twice with 25 parts by volume of 5% sodium hydroxide, and water. The filtrate is then dried over anhydrous magnesium sulfate and the solvent removed under reduced pressure to give N-(2-hydroxy-1,1-dimethylethyl)-2-biphenylcarboxamide, as white crystals, melting at about 72.5°-74° C. after recrystallization from ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04220778
Source datasetuspto-grants-1980_09
ORD IDord-17abaf210f7c49818746136729f9f469
Source noteuspto-grants-1980_09