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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2285768Generated: October 25, 2026

Sulfuric Acid → 4-[(cyclohexylamino)methyl]-3,3-diphenyldihydro-2(3H)-furanone

https://huagongshe.com/reaction/2285768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium HydroxideHCID 14798—
Reactantalpha-(1-Cyclohexyl-3-azetidinyl)-alpha,alpha-diphenylacetonitrileHCID 12822284—
Product4-[(cyclohexylamino)methyl]-3,3-diphenyldihydro-2(3H)-furanoneHCID 1282228620%

Reaction Conditions

Temperature120 °C

Reaction Steps

To 41.0 g. (0.12 mole) of α-(1-cyclohexyl-3-azetidinyl)-α,α-diphenylacetonitrile was added 100 g. of a 70% solution of sulfuric acid, and the mixture was stirred and heated at 120° C. for 48 hrs. The solution was then poured over ice and made basic with 50% sodium hydroxide, and extracted with chloroform. The organic layer was dried, filtered, and concentrated in vacuo. The residue was crystallized twice from isopropyl ether, the crystallized material weighed 8.0 g. (20% yield) and melted at 129°-131° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04324791
Source datasetuspto-grants-1982_04
ORD IDord-770240a822554d0cadfd74992670b5b7
Source noteuspto-grants-1982_04