Water → 4-Acetoxy-2-methyl-2-buten-1-ol formate

Temperatur

40 °C

4-Acetoxy-2-methyl-1-chloro-2-butene (8.13 g, 50 mmol) was dissolved in dimethylformamide (25 ml) and placed in a 100 ml four neck flask. To this were added sodium formate powder (6.80 g, 100 mmol, 2 equivalents) and tetra n-butylammonium bromide (0.81 g, 2.5 mmol, 5 mol %). The mixture was stirred at 40° C. for 24 hours under heating. After completion of the reaction, the reaction mixture was poured into ice-cooled water (about 30 ml) and extracted with ether (50 ml) three times. The extracted ether layer was dried over anhydrous sodium sulfate. Evaporation of the ether followed by purification by silica gel column chromatography (ethyl acetate-hexane (=1:3)) gave 4-acetoxy-2-methyl-2-buten-1-ol formate (8.18 g, 47.5 mmol; Yield: 95.0%).

1. temperatureunder heating
2. customAfter completion of the reaction
3. additionthe reaction mixture was poured into ice-
4. extractionextracted with ether (50 ml) three times
5. dry with materialThe extracted ether layer was dried over anhydrous sodium sulfate
6. customEvaporation of the ether
7. customfollowed by purification by silica gel column chromatography (ethyl acetate-hexane (=1:3))

ORD-Eintrag

ord-8d2be91cd4814da2b50f692d6d4747a7

Quelldatensatz

uspto-grants-1996_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05527952