Potassium Carbonate → 3,3,3-Triethoxyprop-1-yne

Temperature

23 °C

A solution of trimethyl(3,3,3-triethoxyprop-1-ynyl)silane (25 g, 102 mmol) in MeOH (400 mL) was treated with K2CO3 (14 g, 102 mmol). The reaction was stirred at 23° C. After 15 hours, the reaction was diluted with pentane (500 mL). The pentane layer was separated, and the MeOH layer was extracted with pentane (2×250 mL). The combined pentane layers were washed with water (200 mL), dried over MgSO4, and concentrated (at 220 torr on rotary evaporator). The crude product was filtered through a silica gel plug using 10% diethyl ether/pentane as the eluant. The filtrate was then concentrated (at 220 torr on rotary evaporator) affording 13.25 g of 3,3,3-triethoxyprop-1-yne.

1. customThe pentane layer was separated
2. extractionthe MeOH layer was extracted with pentane (2×250 mL)
3. washThe combined pentane layers were washed with water (200 mL)
4. dry with materialdried over MgSO4
5. concentrationconcentrated
6. custom(at 220 torr on rotary evaporator)
7. filtrationThe crude product was filtered through a silica gel plug
8. concentrationThe filtrate was then concentrated
9. custom(at 220 torr on rotary evaporator)

ORD record

ord-9a18e0af2e79405ca67d35d4d084f0b8

Source dataset

uspto-grants-2009_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07635715B2