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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565232Generated: October 28, 2026

1,2-Dichloroethane → HCID 53816568, compound

https://huagongshe.com/reaction/565232

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantO-(Tetrahydropyran-2-yl)hydroxylamineHCID 5142091—
ReactantHCID 57084727HCID 57084727—
SolventDichloromethaneHCID 6344—
ProductHCID 53816568HCID 53816568100%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a solution of (2R,3R)-2-(3-phenyl-1-propyl)-3-hydroxybutanoic acid (33.0 g, 148.7 mmol) in dichloromethane (300 mL) is added 2-tetrahydropyranyloxyamine (18.3 g, 156.1 mmol) and EDC (31.2 g, 163.5 mmol). The resulting solution is stirred at 23° C. for 16 h. then diluted with dichloromethane (500 mL) and washed sequentially with 1 M hydrochloric acid, saturated aqueous sodium bicarbonate solution, and saturated aqueous sodium chloride solution. The reaction mixture is dried over anhydrous magnesium sulfate and concentrated under reduced pressure to provide (2R,3R)-2-(3-phenyl-1-propyl)-3-hydroxybutanoic acid 2-tetrahydropyranyloxyamide as a foam (47.8 g, 100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172064B2
Source datasetuspto-grants-2001_01
ORD IDord-a010bf7969fb4a218e0b3db0226b6562
Source noteuspto-grants-2001_01