zinc in tetrahydrofuran; water under air atm., at room temp., cosolvent media: H2O(NH4Cl)/THF/Zn, alkyliodide was added dropwise to the alkyl tin halide in solvent mixt. over 15 min, reaction time: 1.5 h; Zn was filtered off, aq. phase was extd. three times with n-pentane, organic phase was washed with sat. aq. NaCl and dried over MgSO4, solvent was removed, crude oil was distilled under vac., then chromd. using n-hexane; (119Sn NMR monitoring);

Zn; NH4Cl in tetrahydrofuran; water

in diethyl ether

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1: Br2 / tetrachloromethane 2: diethyl ether View Scheme

iodine in methanol byproducts: C3H7I;

bromine in further solvent(s) byproducts: C3H7Br; in C6H5Cl;;

bromine in tetrachloromethane byproducts: C3H7Br;

1: Br2 / tetrachloromethane 2: diethyl ether View Scheme

1: Br2 / tetrachloromethane 2: diethyl ether View Scheme