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Aldehyde |
Alkyne |
Time (h) |
Product |
yield (%) |
---|---|---|---|---|
1 |
93 |
|||
2 |
89 |
|||
5 |
78 |
|||
1.5 |
94 |
|||
1.5 |
92 |
|||
2 |
54 |
|||
2 |
72# |
|||
# On 5 g scale, this product was isolated in 68% yield. |
Appendix
Compounds Referenced (Chemical Abstracts Registry Number)
zirconocene hydrochloride
dimethyl- or diethylzinc
hydrochloric acid (7647-01-0)
ethyl acetate (141-78-6)
ether, diethyl ether (60-29-7)
sodium bicarbonate (144-55-8)
sodium chloride (7647-14-5)
sodium sulfate (7757-82-6)
nitrogen (7727-37-9)
PhCHO (100-52-7)
toluene (108-88-3)
zinc (7440-66-6)
dichloromethane (75-09-2)
lithium (7439-93-2)
magnesium sulfate (7487-88-9)
Imidazole (288-32-4)
hexane (110-54-3)
calcium hydride (7789-78-8)
argon (7440-37-1)
3-butyn-1-ol (927-74-2)
Hexanal (66-25-1)
4-dimethylaminopyridine (1122-58-3)
tert-butyldiphenylchlorosilane (58479-61-1)
1-[(tert-Butyldiphenylsilyloxy)]-dec-3-en-5-ol, 1-[(tert-butyldiphenyl-silyl)oxy]-dec-3-en-5-ol, 1-[(tert-BUTYLDIPHENYLSILYL)OXY]-DEC-3-EN-5-OL (190072-44-7)
tert-Butyl(but-3-ynyloxy)diphenylsilane
dimethylzinc (544-97-8)