반응 #2275726

반응 방정식

1,4-dioxa-spiro[4.5]decan-8-ol

TsCl

→

title compound

Toluene-4-sulfonic acid 1,4-dioxa-spiro[4.5]dec-8-yl ester

용매

DCM

반응 조건

후처리

1. 1
   기타The solution was partitioned between DCM and water
2. 2
   세척The organic layer was washed with brine
3. 3
   건조dried over anhydrous Na2SO4
4. 4
   여과filtered
5. 5
   농축concentrated
6. 6
   기타to give white solid, which
7. 7
   기타was then purified by silica gel column on a CombiFlash® system (Teledyne Isco, Inc, Lincoln, Neb.) system

실험 절차

A solution of 1,4-dioxa-spiro[4.5]decan-8-ol (prepared according to the procedure of Kayser, Margaret M.; Clouthier, Christopher M. Journal of Organic Chemistry (2006), 71(22), 8424-8430, 11 g, 70 mmol) in DCM (100 mL) was treated with TEA (11 mL, 77 mmol) followed by TsCl (Aldrich, 13.3 g, 70 mmol) slowly at 0° C. The reaction was warmed to room temperature over 2 hours. The solution was partitioned between DCM and water. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give white solid, which was then purified by silica gel column on a CombiFlash® system (Teledyne Isco, Inc, Lincoln, Neb.) system using hexanes and ethyl acetate (from 10% ethyl acetate to 100% ethyl acetate) to afford the title compound as white solid.

출처