Reaktion #1536598

Reaktionsgleichung

3-tert-butyl-4-neopentyl-1,2 dithiolium hydrogen sulfate

triethylamine

→

3-ethoxy-3-t-butyl-4-neopentyl 1,2-dithiole

Ausbeute 77.3%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed under diminished pressure
2. 2
   Extraktionthe residue extracted with ether
3. 3
   FiltrationThe ethereal solution was filtered
4. 4
   workup.DISTILLATIONdistilled under diminished pressure
5. 5
   Sonstigeto remove the ether

Vorschrift

To a sample of 25 grams of the product prepared in Example 1B, i.e., 3-tert-butyl-4-neopentyl-1,2 dithiolium hydrogen sulfate, in 130 grams of ethanol was added 8.5 grams of triethylamine. The mixture was stirred for 15 minutes. The solvent was removed under diminished pressure and the residue extracted with ether. The ethereal solution was filtered and distilled under diminished pressure to remove the ether. There was isolated 17.1 grams (77.3% of theory) of 3-ethoxy-3-t-butyl-4-neopentyl 1,2-dithiole as an oil; n.m.r. (CCl4) τ in ppm, 3.81, 1H singlet (vinyl); 6.50 and 6.56, 2H two quartets (diastereotopic, J=7 cps, ethoxy); 7.22, 1H doublet (diastereotopic, J=15 cps. neopentyl proton); 7.82, 1H doublet (diastereotopic, J=15 cps neopentyl proton); 8.62, 9H singlet (t-butyl); 8.83, 3H triplet (J=7 cps, ethoxy); and 8.96, 9H singlet (t-butyl).

Quelle