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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383992Generated: October 26, 2026

Phosphorus oxide (P4O10) → 4,4-Dimethyl-1-phenyl-3,4-dihydroisoquinoline

https://huagongshe.com/reaction/383992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxide (P4O10)HCID 14812—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantN-(2-methyl-2-phenylpropyl)benzamideHCID 13728589—
SolventO-XyleneHCID 7237—
Product4,4-Dimethyl-1-phenyl-3,4-dihydroisoquinolineHCID 1372859854%

Reaction Conditions

Temperature150 °C

Reaction Steps

1.42 g (10.0 mmol) of P2O5 and POCl3 (4 ml) were added to a solution of 1.27 g (5.0 mmol) of N-(2-methyl-2-phenylpropyl)benzamide in xylene (20 ml) and the mixture was heated at 150° C. for 3 h. After cooling to RT the mixture was concentrated to small volume under vacuum. The residue was made alkaline with a 20% aqueous NaOH solution. It was then extracted with EE and the organic phase was dried over Na2SO4, filtered and concentrated to small volume under vacuum. 634 mg (2.7 mmol) of 4,4-dimethyl-1-phenyl-3,4-dihydroisoquinoline were obtained as the residue, which was reacted further with no additional purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367700B2
Source datasetuspto-grants-2013_02
ORD IDord-cf2ff0bc9d5c444390e85e48dcfe4d1d
Source noteuspto-grants-2013_02