Reaktion #1059004

Reaktionsgleichung

sodium ethoxide

2-mercaptoethanol

vinylbenzyl chloride

→

product

Vinylbenzyl 2-Hydroxyethyl Sulfide

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONaddition
2. 2
   workup.ADDITIONAfter addition
3. 3
   Temperaturthe mixture was refluxed for 1 hour
4. 4
   Temperaturwas then cooled to room temperature
5. 5
   SonstigeThe sodium chloride was removed by filtration
6. 6
   Sonstigethe solvent was removed on a rotary evaporator

Vorschrift

To a solution of 408 g (6 moles) of sodium ethoxide in 3 l of absolute ethanol, cooled to 0° to 5° C., was added dropwise 476 g (6.1 moles) of 2-mercaptoethanol. Following addition, the solution was stirred for an additional hour at room temperature and then 915 g (6.0 moles) of vinylbenzyl chloride (60 percent m, 40 percent p) was added dropwise. After addition, the mixture was refluxed for 1 hour and was then cooled to room temperature. The sodium chloride was removed by filtration and the solvent was removed on a rotary evaporator to give the product as a yellow oil. The oil was distilled via a short path column to give 626.5 g (54 percent) of the desired product (b.p. 110° to 120° C. and 7 microns Hg).

Quelle