Reaktion #504435

Reaktionsgleichung

3-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-propan-1-ol

triethylamine

methanesulfonyl chloride

Water

→

methanesulfonic acid 3-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-propyl ester

Ausbeute 87.0%

Lösungsmittel

dichloromethane

dichlormethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeOrganic layer was separated
2. 2
   Extraktionthe aqueous layer was extracted with dichlormethane
3. 3
   WaschenThe combined organic layers were washed with diluted aqueous HCl solution, saturated aqueous NaHCO3 solution, brine
4. 4
   Trocknendried over MgSO4
5. 5
   Einengenconcentrated

Vorschrift

To the solution of 3-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-propan-1-ol (20.4 g, 93 mmol) and triethylamine (26 g, 186 mmol) in dichloromethane (200 mL) at 0° C. was added a dichlormethane solution (20 mL) of methanesulfonyl chloride (Aldrich) (8.69 mL, 112 mmol). The reaction mixture was stirred at 0° C. for 2 h. Water was added. Organic layer was separated, the aqueous layer was extracted with dichlormethane. The combined organic layers were washed with diluted aqueous HCl solution, saturated aqueous NaHCO3 solution, brine, dried over MgSO4, and concentrated to give methanesulfonic acid 3-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-propyl ester as a yellow oil (24 g, 87%).

Quelle