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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185026Generated: November 1, 2026

Water → HCID 12049888, compound

https://huagongshe.com/reaction/2185026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantP-HydroxynorephedrineHCID 6931143—
ReactantEthyl 2-[4-(2-bromoethyl)-3-chlorophenoxy]acetateHCID 12049887—
SolventDimethylformamideHCID 6228—
ProductHCID 12049888HCID 1204988831.7%

Reaction Steps

A solution of (1R,2S)-2-amino-1-(4-hydroxyphenyl)propan-1-ol (97 mg), ethyl 2-[4-(2-bromoethyl)-3-chlorophenoxy]acetate (187 mg) and N,N-diisopropylethylamine (203 μl) in N,N-dimethylformamide (3 ml) was stirred for 10 hours at 60° C. After cooling, water was added to the reaction mixture and the resulting mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. After the solvent was removed in vacuo, purification of the residue by medium pressure liquid column chromatography on aminopropyl silica gel (eluent: ethyl acetate/ethanol=30/1) gave ethyl 2-[3-chloro-4-[2-[[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methyl-ethyl]amino]ethyl]phenoxy]acetate (75 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399660B1
Source datasetuspto-grants-2002_06
ORD IDord-2e0b8f37b70b425cb70cc37ae43b6a59
Source noteuspto-grants-2002_06