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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454969Generated: October 30, 2026

Potassium Carbonate → {(R)-1-[4-(2-Ethyl-butoxy)-2-methoxy-phenyl]-2-hydroxy-ethyl}-carbamicacid tert-butyl ester

https://huagongshe.com/reaction/454969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPentane, 3-(bromomethyl)-HCID 77432—
Reactant[(R)-2-Hydroxy-1-(4-hydroxy-2-methoxy-phenyl)-ethyl]-carbamic acid tert-butyl esterHCID 67073547—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product{(R)-1-[4-(2-Ethyl-butoxy)-2-methoxy-phenyl]-2-hydroxy-ethyl}-carbamicacid tert-butyl esterHCID 6707375854%

Reaction Conditions

Temperature60 °C

Reaction Steps

To 34 mg (0.122 mmol) of the [(R)-2-hydroxy-1-(4-hydroxy-2-methoxy-phenyl)-ethyl]-carbamic acid tert-butyl ester and 2-ethylbutylbromide (20 ul, 0.182 mmol) dissolved in 1 ml DMF was added K2CO3 (34 mg, 0.244 mmol) and heated to 60° C. overnight. It was cooled to rt, diluted with ether, and quenched with water. The organic layer was washed with water and brine, and then dried over MgSO4. After removal of the solvent, the residue was purified by flash column (35% EtOAc in hexane) to give the titled compound (24 mg, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497271B2
Source datasetuspto-grants-2013_07
ORD IDord-f596f97c5b684853b73f5db5a4ac8f66
Source noteuspto-grants-2013_07