Reaktion #1537222

Reaktionsgleichung

2,2,6,6-Tetramethylbenzo[1,2-d:4,5-d']bis(1,3)dioxole

n-Butyllithium

Bis(2,2,6,6-tetramethylbenzo-[1,2-d:4,5-d']bis(1,3)dioxole-4-yl)ketone

→

Tris(2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']bis(1,3)dioxole-4-yl)methanol

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Sonstigerecooled to -20° C
3. 3
   Sonstigewas once more adjusted to room temperature
4. 4
   workup.ADDITIONThe mixture was then poured on water/AcOH (100 mL, 2% AcOH)
5. 5
   Extraktionextracted with diethyl ether (2×100 mL)
6. 6
   WaschenThe organic phase was washed with water (2×100 ml)
7. 7
   Trocknendried (Na2SO4)
8. 8
   SonstigeThe solvent was evaporated
9. 9
   Waschenthe product was washed with petroleum ether (20 mL, 40°-60° C.)

Vorschrift

2,2,6,6-Tetramethylbenzo[1,2-d:4,5-d']bis(1,3)dioxole (8.80 g, 40.00 mmol, Example 5) was dissolved in THF (100 mL) and cooled to -20° C. n-Butyllithium (25.0 mL, 40.0 mmol, 1.6M) was added and the temperature was adjusted to ambient temperature over a period of 30 minutes and then recooled to -20° C. Bis(2,2,6,6-tetramethylbenzo-[1,2-d:4,5-d']bis(1,3)dioxole-4-yl)ketone (18.80 g, 39.83 mmol, Example 57) was added and the temperature was once more adjusted to room temperature and the mixture was stirred for 18 hours. The mixture was then poured on water/AcOH (100 mL, 2% AcOH) and extracted with diethyl ether (2×100 mL). The organic phase was washed with water (2×100 ml) and dried (Na2SO4). The solvent was evaporated and the product was washed with petroleum ether (20 mL, 40°-60° C.). Yield 10.80 g (64.1%). Spectral data see example 44.

Quelle