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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1886555Generated: November 1, 2026

6-Isopropyl-o-toluidine → HCID 14534569, compound

https://huagongshe.com/reaction/1886555

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Isopropyl-o-toluidineHCID 78920—
ReactantTrifluoroborane HydrofluorideHCID 9855450—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
ProductHCID 14534569HCID 1453456961%

Reaction Conditions

Temperature10 °C

Reaction Steps

44.7 g (0.3 mole) of 2-methyl-6-isopropylaniline are added dropwise to 200 ml of 40% strength tetrafluoboric acid at 5° C., followed by a solution of 20.7 g of sodium nitrite in 20 ml of water. The mixture is stirred for 1 hour at 10° C. The precipitated diazonium tetrafluoborate is filtered off under suction and suspended in succession in 50 ml of ice water, 50 ml of cold ethanol and 50 ml of diethyl ether. The suspension is added dropwise to a flask preheated at 150° C. When the evolution of gas has ended, the product is obtained by distillation over a Claisen still (bath temperature 100° C., pressure 4 mbar, distillation temperature 41°-42° C.). 28 g (61%) of 2-fluoro-3-isopropyltoluene are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05151548
Source datasetuspto-grants-1992_09
ORD IDord-aed0236560c141f2889c65dc1ad7bf5f
Source noteuspto-grants-1992_09