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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 986338Generated: October 30, 2026

Water → (4aR,8aR)-3,3-Dimethyloctahydroquinoxalin-2(1H)-one

https://huagongshe.com/reaction/986338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetone CyanohydrinHCID 6406—
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
Product(4aR,8aR)-3,3-Dimethyloctahydroquinoxalin-2(1H)-oneHCID 30078391—

Reaction Steps

The disclosure deals with novel synthesis involving (a) hydrogenation of a cis-3,3-dialkyl-3,4-dihydroquinoxaline-2-one in the presence of a suitable hydrogenation catalyst, at elevated temperature and pressure, to yield a cis-3,3-dialkyl decahydroquinoxaline-2-one; (b) reaction of trans-1,2-diaminocyclohexane with acetone cyanohydrin in the presence of water to yield trans-3,3-dimethyl-decahydroquinoxaline-2-one; and (c) a reaction of 1,2-diamine with a saturated acyclic or cyclic monoketone or aldehyde and a holoform, in the presence of (i) a phase transfer catalyst (ii) an organic solvent, and (iii) solid or aqueous alkali to yield 2-keto-1,4-diazacycloalkanes. Such compounds exhibit exceptional UV light stabilizing property.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04711957
Source datasetuspto-grants-1987_12
ORD IDord-d9ef9deefc0843b3822bcbaf9bc53184
Source noteuspto-grants-1987_12