Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37434Generated: October 29, 2026

Benzaldehyde → HCID 54066443, compound

https://huagongshe.com/reaction/37434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantHCID 19935472HCID 19935472—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 54066443HCID 5406644344%

Reaction Conditions

Temperature-20 °C

Reaction Steps

5.1 g of [1-(1,2,3,4-tetrahydro-1,4,4-trimethyl-6-quinolinyl)ethyl]triphenylphosphonium bromide were suspended in 40 ml of tetrahydrofuran and treated at -20° C. with 5.9 ml of a 1.6 molar solution of n-butyllithium in hexane. After stirring at -20° C. for 1 hour, 1 g of benzaldehyde was added thereto and the mixture was stirred at room temperature for an additional 1 hour. After working-up in analogy to Example 49 and recrystallization from hexane, there were obtained 1.2 g of 1,2,3,4-tetrahydro-1,4,4-trimethyl-6-(α-methylstyryl)quinoline, melting point 69°-71° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05420273
Source datasetuspto-grants-1995_05
ORD IDord-be823f8486404d5e95b1ac6c910c5984
Source noteuspto-grants-1995_05