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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640787Generated: October 28, 2026

Methanol → 8-Hydroxy-2-methyl-4-phenyl-quinazoline

https://huagongshe.com/reaction/640787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoron TrichlorideHCID 25135—
Reactant8-Isopropoxy-2-methyl-4-phenyl-quinazolineHCID 59256649—
SolventDichloromethaneHCID 6344—
Product8-Hydroxy-2-methyl-4-phenyl-quinazolineHCID 59256655—

Reaction Steps

To a stirred solution of 8-isopropoxy-2-methyl-4-phenyl-quinazoline (36) (0.34 mmol) in dichloromethane (2 mL) at −78° C. was added BCl3 (1.36 mL of a 1 M solution in dichloromethane, 1.36 mmol). The reaction mixture was allowed to warm to RT (over 2 h) and stirred for a further 2 h. MeOH (5 mL) was added and the mixture was concentrated to dryness. The process was repeated four times. Further washing of the remaining residue with diethyl ether (2 mL×3) provided 8-hydroxy-2-methyl-4-phenyl-quinazoline (A24).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07692011B2
Source datasetuspto-grants-2010_04
ORD IDord-a4ee40e22a8243b296e10c0f891489ae
Source noteuspto-grants-2010_04