US 7,476,766 B2
Bis(3-alkoxypropan-2-ol) sulfides, sulfoxides, and sulfones: new preparative methods
Andrew Wilson Wang, Macungie, Pa. (US); Kevin Rodney Lassila, Macungie, Pa. (US); Michael Edward Ford, Trexlertown, Pa. (US); Joseph Richard Krock, Kunkletown, Pa. (US); Nancy Mary Martin, Allentown, Pa. (US); and Ge Grace Zhang, Coopersburg, Pa. (US)
Assigned to Air Products and Chemicals, Inc., Allentown, Pa. (US)
Filed on Sep. 26, 2006, as Appl. No. 11/527,116.
Application 11/527116 is a division of application No. 11/008914, filed on Dec. 10, 2004, granted, now 7,230,138.
Prior Publication US 2007/0149821 A1, Jun. 28, 2007
Int. Cl. C07C 323/10 (2006.01); C07C 319/00 (2006.01)
U.S. Cl. 568—32  [568/39; 568/62] 7 Claims
 
1. A method of making a compound according to formula (I),

OG Complex Work Unit Drawing
wherein each R is independently selected from the group consisting of C4-C20 branched, linear, and cyclic alkyl, alkenyl, aryl, and aralkyl moieties; C4-C20 branched, linear, and cyclic alkyl, alkenyl, aryl, and aralkyl moieties bearing a carbonyl group or one or more heteroatoms selected from O, S, and N; glycol ether moieties of the formula R3(OCH2CH2)n—; aminoethylene moieties of the formula R3(NHCH2CH2)n—; and thioether moieties of the formula R3S(CH2)n—; wherein R3 is H or linear C1-C12 alkyl and n is an integer from 1 to 15; and Z is S, SO, or SO2;
the method comprising charging to a reactor water, a base, gaseous hydrogen sulfide, a glycidyl ether according to formula (III)

OG Complex Work Unit Drawing
wherein R is as defined above, and a phase transfer catalyst which comprises a quaternary ammonium halide.