4-Hydroxybenzyl Alcohol → 9-Decenoxybenzyl alcohol

Temperatur

65 °C

First, 12.80 g (0.10 M) of 4-hydroxybenzyl alcohol (compound (6)) was dissolved in 190 mL of ethanol, and 4.0 g (0.10 M) of sodium hydroxide was added thereto. The resulting mixture was heated to 65° C. After heating, 24.14 g (0.11 M) of 10-bromo-1-decene (compound (22)) prepared in Synthetic example 1-1 was added dropwise, and the resulting mixture was aged at a mixture temperature of 760° C. for 6 hours. Next, the generated salt was removed by decantation, and the reaction solution was concentrated. After concentration, the resulting solution was diluted with 350 mL of diethyl ether and washed twice with 100 mL of deionized water. After washing, the organic layer was concentrated to produce crude crystals. The crude crystals were recrystallized twice from 25 mL of hexane. The recrystallized crystals were washed with hexane and dried. Thereby, 16.88 g of 9-decenoxybenzyl alcohol (compound (23)) was produced (yield: 64.3%).

1. temperatureAfter heating
2. additionwas added dropwise
3. customNext, the generated salt was removed by decantation
4. concentrationthe reaction solution was concentrated
5. concentrationAfter concentration
6. additionthe resulting solution was diluted with 350 mL of diethyl ether
7. washwashed twice with 100 mL of deionized water
8. washAfter washing
9. concentrationthe organic layer was concentrated
10. customto produce crude crystals
11. customThe crude crystals were recrystallized twice from 25 mL of hexane
12. washThe recrystallized crystals were washed with hexane
13. customdried

ORD-Eintrag

ord-3b38e2caeee64c1a91defc23d4609f24

Quelldatensatz

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07422702B2