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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840334Generated: October 25, 2026

Methyl Isobutyl Ketone → 1,1-Dichloro-2,2-bis(4-cyanatophenyl)ethylene

https://huagongshe.com/reaction/840334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl Isobutyl KetoneHCID 7909—
ReactantTriethylamineHCID 8471—
ReactantCyanogen BromideHCID 10476—
Reactant1,1-Bis(4-hydroxyphenyl)-2,2-dichloroethyleneHCID 84677—
Product1,1-Dichloro-2,2-bis(4-cyanatophenyl)ethyleneHCID 1122122798.2%

Reaction Conditions

Temperature-20 °C

Reaction Steps

A 4-necked 5-L flask, equipped with a mechanical stirrer, a thermometer, and an additional funnel, is charged with methyl isobutyl ketone (1500 g), 1,1-dichloro-2,2-bis(4-hydroxyphenyl)ethene (320 g), and cyanogen bromide (270 g). The resulting solution is cooled to −20° C. with a dry ice/acetone bath. To the stirring solution, triethylamine (240 g) in the additional funnel is added dropwise. The reaction temperature is maintained below −20° C. After the addition, the resulting mixture is allowed to warm up to 0° C. and quenched with dilute HCl aqueous solution. The organic layer is washed further with water a few times and concentrated under vacuum to afford 370 g of amber liquid, which solidifies as light tan color solids.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06365671B1
Source datasetuspto-grants-2002_04
ORD IDord-d7d37a9766fe4341ae985fb8ab64f8a8
Source noteuspto-grants-2002_04