Hydrogen Sulfide → HCID 13647287, compound

Participants

Reaction Steps

Excess hydrogen sulfide was condensed into a stainless steel bomb containing 2.94 g of the chromatographically purified trans-nitrile, tetrahydro-2-methyl-5-ethyl-5-[(2-chlorophenylmethoxy)methyl]-2-furancarbonitrile, (ca>9:1 trans-cis by proton NMR), 10 ml ethanol, and 0.15 g triethanolamine catalyst. The sealed bomb was kept at 55±3° C. for 6 hours during which time the internal pressure rose to 350 psi. After cooling, the reaction mixture was concentrated on a rotary evaporator. The residue was purified by dry column chromatography on silica gel using 96.4 hexane:tetrahydrofuran as eluent. The white cyrstalline desired product weighed 1.10 g, mp 78°-80° C.

Provenance & Evidence