Lithium hydroxide, monohydrate → HCID 86646163, compound

Lithium hydroxide monohydrate (4.39 g, 104 mmol) was added to a tetrahydrofuran:methanol:water (3:3:1, 100 mL) mixed solution of ethyl (2E)-5-ethylhepta-2,6-dienoate (9.52 g, 52.2 mmol), and the mixture was stirred overnight at room temperature. The reaction solution was concentrated under reduced pressure. To the residue, water was then added, followed by washing with diethyl ether. The aqueous layer was made acidic by the addition of 5 M hydrochloric acid, followed by extraction with ethyl acetate. Then, the organic layer was washed with saturated saline and dried over anhydrous sodium sulfate. The residue was filtered and concentrated under reduced pressure to obtain the compound of interest as an oil substance (8.00 g, >99%).

1. concentrationThe reaction solution was concentrated under reduced pressure
2. additionTo the residue, water was then added
3. washby washing with diethyl ether
4. additionThe aqueous layer was made acidic by the addition of 5 M hydrochloric acid
5. extractionfollowed by extraction with ethyl acetate
6. washThen, the organic layer was washed with saturated saline
7. dry with materialdried over anhydrous sodium sulfate
8. filtrationThe residue was filtered
9. concentrationconcentrated under reduced pressure
10. customto obtain the compound of interest as an oil substance (8.00 g, >99%)

ORD record

ord-0804f81878074f5ba8dd8adc2fa63a09

Source dataset

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07947738B2