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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584148Generated: October 30, 2026

Dabco → HCID 22345513, compound

https://huagongshe.com/reaction/584148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDabcoHCID 9237—
ReactantHCID 15072537HCID 15072537—
ReactantHCID 22345525HCID 22345525—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 22345513HCID 2234551358.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 1,2-epoxy-3-[4-(tert-butoxycarbonyl)phenoxy]propane (5.11 g, 20.4 mmol) [S. P. Connors, et al., J. Med. Chem., 1991, 34, 1570] and 3-(4-hydroxyphenyl)-1-(tert-butyldiphenylsilyloxy)propane (7.97 g, 20.4 mmol) in N,N-dimethylformamide (50 ml) was treated with 1,4-diazabicyclo[2,2,2]octane (0.45 g) and the resulting mixture was heated at 70° C. for 48 hours. The cooled mixture was diluted with ethyl acetate, washed with water, saturated sodium bicarbonate and dried (magnesium sulfate). Evaporation of the solvent and chromatography of the residue on silica gel (elution toluene-ethyl acetate, 95:5) gave 7.67 g (58%) of the title material as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924391B2
Source datasetuspto-grants-2005_08
ORD IDord-3ce34f3273d64475a9aa6d8666716eb1
Source noteuspto-grants-2005_08