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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736418Generated: October 30, 2026

HCID 19432964, compound → HCID 19432959, compound

https://huagongshe.com/reaction/1736418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 19432964HCID 19432964—
ReactantButyllithiumHCID 178418339—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
SolventTetrahydrofuranHCID 8028—
ProductHCID 19432959HCID 1943295990.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

A suspension of methyltriphenylphosphonium bromide (5.0 g, 14 mmol) in THF (70 ml) was treated with n-butyllithium (2.5M solution in hexane, 5.6 ml, 14 mmol) under an atmosphere of nitrogen at -70° C. After 15 minutes at -70° C. the mixture was warmed to 0° C. and then was treated dropwise with a solution of the product of part (v) (3.9 g, 13 mmol) in THF (40 ml). The mixture was stirred at room temperature for 18 hours and then evaporated under reduced pressure. The residue was partitioned between dichloromethane (50 ml) and water (30 ml). The organic phase was dried (MgSO4) and evaporated under reduced pressure. The crude product was purified by flash chromatography on silica by elution with ether/hexane (1:4) to provide the title compound as an orange oil, (3.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05541203
Source datasetuspto-grants-1996_07
ORD IDord-cd69c6fe409a4b61aa41100ba556f913
Source noteuspto-grants-1996_07