Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108775Generated: October 30, 2026

Diazomethane → (1R)-1-(3-chlorophenyl)-2-[3-(3-methoxycarbonylmethoxyphenyl)cyclohexylamino]ethanol

https://huagongshe.com/reaction/1108775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
Reactant(2R)-(3-[3-[2-(3-chlorophenyl)-2-hydroxyethylamino]cyclohexyl]phenoxy) acetic acidHCID 11165592—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
Product(1R)-1-(3-chlorophenyl)-2-[3-(3-methoxycarbonylmethoxyphenyl)cyclohexylamino]ethanolHCID 5434163588%

Reaction Steps

To a solution of (2R)-(3-[3-[2-(3-chlorophenyl)-2-hydroxyethylamino]cyclohexyl]phenoxy)acetic acid (trans-H) obtained in Example 46 (1.0 g) in methanol (10 ml) there was added an excess of diazomethane in ether solution, and the mixture was stirred at room temperature for 30 minutes. After distilling off the solvent under reduced pressure, separation and purification by silica gel column chromatography (ethyl acetate:hexane=5:l) gave 0.91 g of (1R)-1-(3-chlorophenyl)-2-[3-(3-methoxycarbonylmethoxyphenyl)cyclohexylamino]ethanol (88% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06069176
Source datasetuspto-grants-2000_05
ORD IDord-fe4389a367574f86969457ec3cd03058
Source noteuspto-grants-2000_05