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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590932Generated: October 30, 2026

Tetrahydrofuran → HCID 54123206, compound

https://huagongshe.com/reaction/1590932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantLithium amideHCID 24532—
ReactantPhenol, 4-[(dimethylamino)methyl]-2,6-bis(1,1-dimethylethyl)-HCID 66609—
ReactantHCID 54237698HCID 54237698—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 54123206HCID 5412320655%

Reaction Steps

A mixture of 11.9 g (45.2 mmol) of N,N-dimethyl-3,5-di-t-butyl-4-hydroxybenzylamine, 18.8 g (37.7 mmol) of di-(1-methoxy-2,2,6,6-tetramethylpiperidin-4-yl) n-butylmalonate, 173 mg of lithium amide, and 100 ml of tetrahydrofuran is refluxed for 90 minutes. The reaction mixture is diluted with ethyl acetate (350 ml). The organic solution is washed with 1N HCl (2×100 ml), water (2×250 ml), and saturated NaHCO3 solution (250 ml), then dried over magnesium sulfate and evaporated to obtain a brown oil. Crystallization from 9:1 methanol:water affords 14.9 g (55% yield) of a white solid (mp 111°-13° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05204473
Source datasetuspto-grants-1993_04
ORD IDord-c61e77ba238d42819b7f42a2fd3bbc97
Source noteuspto-grants-1993_04