Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434618Generated: October 26, 2026

Pyridine → (1-Chloro-1-methylethyl)benzene

https://huagongshe.com/reaction/434618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantDichloromethaneHCID 6344—
ReactantAlpha-MethylstyreneHCID 7407—
ReactantSodium CyanateHCID 517096—
Reactant2,6-Bis(2-isocyanatopropan-2-yl)naphthaleneHCID 20029335—
CatalystZincchlorideHCID 3007855—
SolventWaterHCID 962—
Product(1-Chloro-1-methylethyl)benzeneHCID 70281—

Reaction Conditions

Temperature4 °C

Reaction Steps

α,α-Dimethylbenzylchloride was prepared by passing a stream of dry halogen chloride gas through a solution of methylene dichloride (750 ml) and α-methylstyrene (500 g, 4.2 moles) at 4° C. The reaction and work-up were the same as employed for the preparation of 2,6-Bis(1-isocyanato-1-methylethyl)naphthalene described in Example 8. The resulting monochloride was dissolved in 750 ml. methylene dichloride and was added to a cooled (4° C.) catalyst solution previously prepared from anhydrous, 90% sodium cyanate (389 g, 5.39 moles), pyridine (50 ml, 0.633 mole), zinc chloride (39.15 g, 0.28 mole) and 1 ml H2O in 1075 ml. methylene dichloride. At this point the reaction mixture contained 0.04% by weight of water.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04399073
Source datasetuspto-grants-1983_08
ORD IDord-164ddb4e81b9425789c36befb4b43f15
Source noteuspto-grants-1983_08