How can 2-propyn-1-ol be made from ethane and formaldehyde?

1 Answer
Ernest Z.
Apr 25, 2016

How about this sequence?

Explanation:

#"CH"_3"CH"_3 stackrelcolor(blue)("Br"_2//hνcolor(white)(m))(→) "CH"_3"CH"_2"Br"#

#"CH"_3"CH"_2"Br" stackrelcolor(blue)("KO"t"Bu"color(white)(m))(→)"CH"_2"=CH"_2#

#"CH"_2"=CH"_2 stackrelcolor(blue)("Br"_2color(white)(m))(→) "BrCH"_2"CH"_2"Br"#

#"BrCH"_2"CH"_2"Br" stackrelcolor(blue)("3LDA"color(white)(m))(→) "H-C≡C:"^"-" "Li"^+#

#"H-C≡C:"^"-" "Li"^+ stackrelcolor(blue)("1. H"_2"C=O"color(white)(m))→ "H-C≡C-CH"_2"OH"#
#color(white)(mmmmmmll) stackrelcolor(blue)("2. H"_3"O"^+)(color(white)(m)#

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