HCID 4715295, compound → HCID 54475514, compound

Temperature

0 °C

3-(2-Ethyl-phenyl)-acrylic acid (17.00 g, 96.60 mmol) in THF was mixed with Pd/C (1.50 g) and hydrogenated at 50 psi for 6 hours. The resulting mixture was filtered through a pad of celite and the filtrate was concentrated. The residue was dissolved in THF and cooled to 0° C. LAH (100.00 mL, 1.0 M in THF, 0.10 mol) was added and the reaction mixture was stirred for 14 hours. The resulting mixture was quenched with NaOH and extracted with Et2O (3×250 mL). The combined organic extracts were washed with H2O (3×150 mL) and brine (1×150 mL), then dried over MgSO4 and concentrated to give the title alcohol.

1. filtrationThe resulting mixture was filtered through a pad of celite
2. concentrationthe filtrate was concentrated
3. dissolutionThe residue was dissolved in THF
4. customThe resulting mixture was quenched with NaOH
5. extractionextracted with Et2O (3×250 mL)
6. washThe combined organic extracts were washed with H2O (3×150 mL) and brine (1×150 mL)
7. dry with materialdried over MgSO4
8. concentrationconcentrated

ORD record

ord-b485ca1236294d869daec536ffad7de2

Source dataset

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07884244B2