in water-d2

Burgess Reagent in benzene byproducts: HNEt3(1+)*OSO2NHCO2Me(1-); addn. of alcohol to the inner salt under inert atm., room temp., stirred overnight, heated (70°C, 6 h), hydrolyzed; chromy. (florisil, pentane), entire yields of products 68percent, Bu3Sn(CH3)C=CHCH3 35percent (Z/E ratio 55/45 by (13)C-NMR), E/Z isomers not isolated, Bu3Sn(C2H5)C=CH2 65percent;

in diethyl ether byproducts: magnesium chloride, acetic acid; 1: addn. of soln. of carbonyl in ether to equimolar amts. of Bu3SnMgCl in ether, addn. of CH3COCl, reflux, under inert atmosphere, filtration, distn. in vac.; 2: mixt. warmed up to 200°C, then thermolysis at 650°C in N2, condensation of; products in dewar vessel (liquid N2), warmed up to ambient temp.; first reaction detected IR and NMR, purifn. of intermediate (acetate) and product by chromy. (Florisil, pentane), ratio of Bu3Sn(CH3)C=CHCH3 isomers: Z/E = 54/46 (detected by (13)C-NMR);

in diethyl ether aldehyde soln. adding dropwise to a soln. of Bu3SnMgCl, refluxing for 2 h, hydrolyzing with satd. NH4Cl, org. phase sepg. under inert atm., drying, solvent evapg.; purified by distn. in vacuo; IR, UV and NMR spectra;

water; ammonium chloride in diethyl ether byproducts: tetrabutyltin, hexabutyltin, tributyltin acetate; dropwise addn. of diethoxymethylacetate (0.485 mol, 1:1 mixt. with ether) to soln. of (C4H9)3SnMgCl (0.5 mol) in ether under N2 at 0°C during 1 h; stirring for 1 h; hydrolysis with H2O/NH4Cl;; filtering, decanting and drying over MgSO4; removing ether under vac.; flash chromy. of residue on silica gel (eluent: hexane/ether/triethylamine); removing solvents; determination of purity by gas-liquid-chromy. analysis;;

byproducts: CH3CH2OMgCl; Sn compd. treated with org. compd.;

byproducts: C6H5OMgCl; Sn compd. treated with org. compd.; distillation;

in diethyl ether aldehyde soln. adding dropwise to a soln. of Bu3SnMgCl, refluxing for 2 h, hydrolyzing with satd. NH4Cl, org. phase sepg. under inert atm., drying, solvent evapg.; purified by distn. in vacuo; identified by IR, UV and NMR spectra;