Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963025Generated: October 31, 2026

Nitrogen → HCID 58386120, compound

https://huagongshe.com/reaction/1963025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
ReactantHCID 58858087HCID 58858087—
SolventDichloromethaneHCID 6344—
ProductHCID 58386120HCID 58386120156.8%

Reaction Steps

To a solution of 1-(2-methoxy-4-nitrophenoxy)propan-2-ol (1.537 g, 6.76 mmol) in DCM (20 mL) was added SEM-Cl (2.4 mL, 13.5 mmol) followed by DIPEA (4.7 mL, 27.1 mmol) dropwise under N2. The mixture was stirred O.N. at RT., diluted with DCM (20 mL), washed with 1N HCl, brine, dried (Na2SO4), and evaporated under reduced pressure to obtain a yellow oil (3.79 g) which was purified by flash chromatography (40 g silica, 0% to 100% EtOAc-Hexanes) to yield. Example 6A (2.03 g, 5.68 mmol, 84% yield) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415386B2
Source datasetuspto-grants-2013_04
ORD IDord-0f48fc01dbfa4070aba33d1a6f887102
Source noteuspto-grants-2013_04