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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1938864Generated: October 31, 2026

Isopropanol → Benzoic acid, 2-chloro-5-(((1-methylethoxy)carbonyl)amino)-, 1-methylethyl ester

https://huagongshe.com/reaction/1938864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantHCID 21470251HCID 21470251—
CatalystTriethylamineHCID 8471—
SolventTetrahydrofuranHCID 8028—
ProductBenzoic acid, 2-chloro-5-(((1-methylethoxy)carbonyl)amino)-, 1-methylethyl esterHCID 466508—

Reaction Steps

NMR (CDCl3): 1.39 (6H,d), 5.26 (1H,m), 6.98-7.52 (3H,m). 1-Methylethyl 2-chloro-5-isocyanatobenzoate (3 g, 0.013 mole) in tetrahydrofuran (5 ml) was added to isopropyl alcohol (5 ml) in tetrahydrofuran (5 ml). A few drops of triethylamine were added and the reaction mixture left at ambient temperature overnight. Removal of the solvent and crystallization from isopropyl alcohol gave the title compound, m.p. 108°-109° C. (2.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05693827
Source datasetuspto-grants-1997_12
ORD IDord-7a7a2040e6b04ed8923fa708431a2bb2
Source noteuspto-grants-1997_12