Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585941Generated: October 26, 2026

Acetone → 1-Chloro-4-(2-isocyanatopropan-2-yl)benzene

https://huagongshe.com/reaction/585941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantSodium AzideHCID 33557—
Reactant2-(4-Chlorophenyl)-2-methylpropanoyl chlorideHCID 13536863—
SolventWaterHCID 962—
Product1-Chloro-4-(2-isocyanatopropan-2-yl)benzeneHCID 1311832396%

Reaction Conditions

Temperature0 °C

Reaction Steps

The product of Example 76A (4.00 g, 19.4 mmol) in acetone (9 mL) at 0° C. was treated with a solution of sodium azide (1.27 g) in water (9 mL) dropwise over 15 minutes. After stirring for 30 minutes at 0° C., the mixture was extracted with toluene (20 mL). The organic extract was dried with MgSO4, filtered, and the filtrate heated at reflux for 1 hour. The mixture was allowed to cool to room temperature and was concentrated under reduced pressure to provide the title compound as a pale yellow oil (3.45 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933311B2
Source datasetuspto-grants-2005_08
ORD IDord-293dbff1e4eb40c49e1a5610106bb9f1
Source noteuspto-grants-2005_08