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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281179Generated: November 1, 2026

Tris(1,1-dimethylethyl)phosphine → Carbazole

https://huagongshe.com/reaction/2281179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 67466017HCID 67466017—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductCarbazoleHCID 6854—

Reaction Steps

6.5 g (23 mmol) of 5-amino-7b-azabenzo[e]acephenanthrylen-8-one, 7.1 g (23 mmol) of 2,2′-dibromodiphenyl, 16 g (72 mmol) of NaOtBu, 1.4 g (1.58 mmol) of Pd2 dba3 and 6.3 ml (6.3 mmol) of t-Bu3P are heated at 110° C. for 36 h in 150 ml of toluene under a protective-gas atmosphere. After cooling, the precipitated solid is filtered off with suction, washed with water and ethanol and dried. The residue is extracted with hot toluene, recrystallised from toluene and finally sublimed in a high vacuum. The yield after sublimation is 7 g (16 mmol, 71%) with a purity of 99.9%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139582B2
Source datasetuspto-grants-2015_09
ORD IDord-3ec813d4ec134e1bb46e6030e3644574
Source noteuspto-grants-2015_09