Methanol → 3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraen-1-ol

Temperature

50 °C

250 g of methanol, 4.7 g of potassium hydroxide and 10 g of water were added to 23.0 g of geranylgeranyl stearate (containing 22.08 g of geranylgeranyl stearate and 0.37 g of geranylneryl stearate) obtained as a cake in Example 2. The reaction mixture was stirred at 50° C. for 1 hour and cooled down to room temperature, to which 130 g of hexane was added. The resulting organic phase was separated, and the aqueous phase (lower phase) was washed twice with 120 g of hexane. Thereafter, the hexane washings were combined to the organic phase, followed by washing twice with 100 g of a 50% aqueous methanol. The resultant organic phase was concentrated under reduced pressure to give 12 g of crude geranylgeraniol. This crude product was subjected to simple distillation (137° C., 0.3 mmHg) to give 8.2 g of a main fraction. The results of the analysis of the obtained fraction with gas chromatography revealed that it contained geranylgeraniol with a purity of 98.1% and geranylnerol with a purity of 1.2%.

1. customobtained as a cake in Example 2
2. additionwas added
3. customThe resulting organic phase was separated
4. washthe aqueous phase (lower phase) was washed twice with 120 g of hexane
5. washby washing twice with 100 g of a 50% aqueous methanol
6. concentrationThe resultant organic phase was concentrated under reduced pressure

ORD record

ord-19ae2a9dbe1b4bba8351e3b12ac155b6

Source dataset

uspto-grants-1997_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05663461