2,2,5,5,-Tetramethylcyclopentanone → 2,2,5,5-Tetramethylcyclopentan-1-ol

Temperature

70 °C

54.9 g of 2,2,5,5-tetramethylcyclopentanone was dissolved in a solvent mixture of 95 ml of methanol and 95 ml of water, and 24.0 g of sodium borohydride was added thereto. The mixture was stirred at 70° C. for 15 hours. The reaction solution was concentrated under reduced pressure, and 100 ml of water was added thereto. The mixture was twice extracted with 100 ml of chloroform, and the organic layers were combined and washed with 100 ml of an aqueous saturated sodium chloride solution. Then, the solution was concentrated under reduced pressure. The liquid residue was distilled under reduced pressure, whereby 43.25 g of 2,2,5,5-tetramethylcyclopentanol was obtained as a colorless oily substance (b.p. 40° C./3 mmHg).

1. additionwas added
2. concentrationThe reaction solution was concentrated under reduced pressure, and 100 ml of water
3. additionwas added
4. extractionThe mixture was twice extracted with 100 ml of chloroform
5. washwashed with 100 ml of an aqueous saturated sodium chloride solution
6. concentrationThen, the solution was concentrated under reduced pressure
7. distillationThe liquid residue was distilled under reduced pressure

ORD record

ord-9196c2b6eb7c4d30a90d26c0036eb080

Source dataset

uspto-grants-1989_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04847390