Lithium aluminum hydride → 1,4-Dioxaspiro(4.5)decan-8-ol

Temperature

0 °C

1,4-Dioxa-spiro[4.5]decan-8-one (2.00 g, 0.0128 mol) was dissolved in ether (50 mL) and the mixture was cooled to 0° C. To the reaction was added 1 M lithium tetrahydroaluminate in ether (7.0 mL) and this mixture was stirred at 0° C. for 2 hours at which time TLC analysis showed no starting material present. The reaction was then quenched with water and 1 N NaOH (0.5 mL of each) and then filtered. The filtered solid was washed with ether and the combined ether filtrate was concentrated using a rotary evaporator to give the product. NMR (CDCl3): 3.94 (m, 4H), 3.81 (m, 1H), 1.79-1.92 (m, 4H), 1.54-1.70 (m, 4H).

1. customThe reaction was then quenched with water and 1 N NaOH (0.5 mL of each) and
2. filtrationthen filtered
3. washThe filtered solid was washed with ether
4. concentrationthe combined ether filtrate was concentrated
5. customa rotary evaporator
6. customto give the product

ORD record

ord-b3db34819efe4b34afed2eb43d1c21e2

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08541425B2