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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983874Generated: November 1, 2026

tert-Butylphosphine → HCID 57713362, compound

https://huagongshe.com/reaction/1983874

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButylphosphineHCID 123165—
Reactantp-Bromophenyl octyl etherHCID 145298—
Reactant4H-thieno[3,2-b]indoleHCID 12371552—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventO-XyleneHCID 7237—
ProductHCID 57713362HCID 5771336282%

Reaction Steps

3.0 g (17.3 mmol) of 4H-thieno[3,2-b]indole (C′), 4.93 g (17.3 mmol) of 1-bromo-4-octyloxybenzene, and 0.0025 g (1.114×10−2 mmol) of tris(dibenzylideneacetone)dipalladium(0) were dissolved in 1.9 g (19.8 mmol) of t-BuONa, 0.003 g (1.5×102 mmol) of t-butylphosphine, and 50 ml of xylene and the solution was refluxed at 120° C. for 24 hours. Then, the solvent was removed and the resulting product was isolated and purified by column chromatography using toluene/hexane (⅓ by volume) as an eluent, thereby obtaining 5.35 g (yield: 82%) of 4-(4′-octyloxy-phenyl)-4H-thieno[3,2-b]indole (D′).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541736B2
Source datasetuspto-grants-2009_06
ORD IDord-a74520390fc44ce2a53dbbc09a335bd7
Source noteuspto-grants-2009_06