Ammonia → 4,4-Dimethoxy-3-methyl-but-1-yn-3-ol

After the addition of a slight amount of iron (III) nitrate, 2700 ml. of liquid ammonia are treated portion-wise with stirring and cooling with 169.5 g. of potassium. As soon as the initially blue coloration has disappeared, i.e., after about 30-45 minutes, acetylene gas in a stream of 3 l/min. is led in until the dark coloration of the reaction mixture becomes lighter. Then, the gas stream is reduced to 2 l/min. and the mixture treated dropwise with a solution of 500 g. of methylglyoxal-dimethylacetal in 425 ml. of abs. diethyl ether. The introduction of acetylene is continued for 1 hour with stirring. The reaction mixture is subsequently treated portion-wise with 425 g. of ammonium chloride, gradually warmed to 30° C. within 12 hours with evaporation of the ammonia and extracted with 1600 ml. of diethyl ether. The ether extract is dried over sodium sulfate and evaporated under reduced pressure. The remaining 4,4-dimethoxy-3-methyl-but-1-yn-3-ol boils, after rectification, at 33° C./0.03 mm Hg; nD25 =1.4480.

1. temperaturecooling with 169.5 g
2. additionthe mixture treated dropwise with a solution of 500 g
3. stirringwith stirring
4. extractionextracted with 1600 ml
5. extractionThe ether extract
6. dry with materialis dried over sodium sulfate
7. customevaporated under reduced pressure
8. customat 33° C.

ORD-Eintrag

ord-78228a57e3094a31a6b2cbf110a538ac

Quelldatensatz

uspto-grants-1981_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04256878