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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 615103Generated: October 30, 2026

Diethyl Ether → HCID 1415664, compound

https://huagongshe.com/reaction/615103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTert-ButylamineHCID 6385—
ReactantPropargyl bromideHCID 7842—
ReactantPotassium CarbonateHCID 11430—
SolventWaterHCID 962—
ProductHCID 1415664HCID 141566445%

Reaction Steps

A mixture of 0.15 mole of t-butylamine, 0.35 mole of anhydrous, powdered potassium carbonate and 250 moles of ether was stirred mechanically and 0.25 mole of propargylbromide was added dropwise. The mixture was refluxed for about 10 hours. Water was added to dissolve the salt. The ether layer was separated and the aqueous layer was extracted twice with ether. The combined ether solution was dried over anhydrous MgSO4. The dipropargyl-t-butylamine produced was distilled at 63°-65° C./20 mm Hg to yield a yellowish liquid in a 45% yield: IR 3300, 3100, 2980 and 2940 cm-1 ; NMR (CDCl3)δ1.10, 2.20 and 3.45.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04497727
Source datasetuspto-grants-1985_02
ORD IDord-619fe9d62bc942ba8196281b4b06560f
Source noteuspto-grants-1985_02