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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895559Generated: October 26, 2026

Formaldehyde → 4-(Diethylamino)-2-butyn-1-ol

https://huagongshe.com/reaction/1895559

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantPropargyl alcoholHCID 7859—
ReactantDiethylamineHCID 8021—
CatalystCupric acetateHCID 8895—
Solvent1,4-DioxaneHCID 31275—
Product4-(Diethylamino)-2-butyn-1-olHCID 8273584%

Reaction Conditions

Temperature62.5 °C

Reaction Steps

A mixture of para formaldehyde (105.0 g), N,N-diethyl amine (300 g) and copper(II) acetate (7.5 g) in 1,4 dioxane (900 ml) was heated to 60-65° C. After 1.5 h, 2-propyne-1-ol (150 g, 2.7 moles) was added and the mixture was heated at 90-95° C. after 2 hrs; excess solvent, 1,4 dioxane, evaporated at reduced pressure to afford 315 g (84%) of the product as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513455B2
Source datasetuspto-grants-2013_08
ORD IDord-5907d465b5074e328cd79f96e5ebc09f
Source noteuspto-grants-2013_08