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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591134Generated: October 27, 2026

1-Butanol → HCID 178450655, compound

https://huagongshe.com/reaction/1591134

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantSulfuric AcidHCID 1118—
ReactantUreaHCID 1176—
ReactantMethyl 4-FormylbenzoateHCID 15294—
Reactant1,1,4,4-Tetramethyl-6-ethynyl-1,2,3,4-tetrahydronaphthaleneHCID 14726549—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
ProductHCID 178450655HCID 178450655—

Reaction Steps

21 g (0.1 mole) of 6-ethynyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene, 16 g (0.1 mole) of methyl 4-formylbenzoate, 9 g (0.15 mole) of urea and 15 ml of concentrated sulfuric acid in 50 ml of n-butanol were refluxed for 4 hours. After cooling, the mixture was poured onto 500 ml of water, 100 ml of ether were added and stirring was carried out for 5 minutes. A solid was precipitated between phases. In a shaking funnel, the aqueous phase was separated off and the residue was again washed with water and then shaken thoroughly with 200 ml of petroleum ether. The precipitate was filtered off under suction and washed with petroleum ether. 6.5 g of the title compound of melting point 267°-277° C. were obtained in this manner.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05206242
Source datasetuspto-grants-1993_04
ORD IDord-0179543b7da34d479e894dae613c928a
Source noteuspto-grants-1993_04