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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 900771Generated: November 1, 2026

Diethyl Ether → HCID 15447926, compound

https://huagongshe.com/reaction/900771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 69293740HCID 69293740—
ReactantHCID 178418922HCID 178418922—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15447926HCID 15447926—

Reaction Steps

A solution of 3,4-dibromo-2,2-diphenylbutanenitrile 45 (7.5 g, 19.8 mmol) in THF (50 ml) was added dropwise to a suspension of tert-BuOK (11.1 g, 99 mmol) in THF (250 ml) at −78° C. After 1 h30, the brown mixture was poured into a mixture of ether and a saturated aqueous NH4Cl solution. After separation, the organic phase was washed twice with water and finally with brine. Drying over MgSO4 and evaporation gave an brown-orange oil which was chromatographied over silica gel (CH2Cl2/Hexane 25/75). The alkyne 46 was obtained as a slightly yellow oil (4 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361668B2
Source datasetuspto-grants-2008_04
ORD IDord-ab173883a02e4a79b377e1c897fd5508
Source noteuspto-grants-2008_04