Water → HCID 131731068, compound

Temperature

40 °C

In a 1 l four-neck flask with stirrer, reflux condenser and dropping funnel, 31.7 g of salicyl alcohol (0.25 mol) and 66.7 g (0.52 mol) of dried N-ethyldiisopropylamine were suspended under argon in 100 ml of anhydrous toluene at 22° C. 110 g of Octadecylmethyldichlorosilane (95%; 0.25 mol) was melted and dissolved in 100 ml of dry toluene. This solution was added dropwise at 23 to 27° C. within 55 minutes, in the course of which an exothermic reaction was observed. Cooling with an ice bath held the reaction temperature at a maximum of 27° C. After the addition had ended, the temperature was raised to 40° C., and exothermicity (without heating to 45° C.) was again observed. The reaction vessel was then cooled to 40° C. with cold water, and it was stirred at this temperature for one hour and then cooled to RT. The suspension was left to stand at RT overnight. The precipitate (hydrochloride) was filtered off with suction through a P40 glass frit under N2, and the filtrate was concentrated by rotary evaporation at 120° C./5 mbar. Yield 80.9 g (77% of theory).

1. temperatureIn a 1 l four-neck flask with stirrer, reflux condenser
2. additionThis solution was added dropwise at 23 to 27° C. within 55 minutes, in the course of which
3. customan exothermic reaction
4. temperatureCooling with an ice bath
5. customat a maximum of 27° C
6. additionAfter the addition
7. temperatureexothermicity (without heating to 45° C.)
8. temperaturecooled to RT
9. waitThe suspension was left
10. waitto stand at RT overnight
11. filtrationThe precipitate (hydrochloride) was filtered off with suction through a P40 glass frit under N2
12. concentrationthe filtrate was concentrated by rotary evaporation at 120° C./5 mbar

ORD record

ord-3f107be11d5d46d38fdf666f3daf389e

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08603681B2