Lithium Hydroxide → HCID 58093536, compound

Methyl 2-(1-hydroxy-2,3-dihydro-1H-inden-4-yl)propanoate (2 g, 0.0091 mol) was dissolved in tetrahydrofuran (18 mL). Lithium hydroxide solution (18 mL, 0.018 mol, 1M) was added to it and the reaction mixture was stirred at ambient temperature for 5 hours. TLC (in 60% ethyl acetate in hexane, Rf=0.1) showed complete consumption of starting material. Tetrahydrofuran was removed under reduced pressure and the residue was diluted with water (100 mL). The aqueous part was washed with ethyl acetate (2×100 mL) and acidified with hydrochloric acid (1N, 25 mL). The compound was extracted with ethyl acetate (3×50 mL). The combined organic part was washed with water (2×50 mL) and brine (100 mL). The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford desired compound (1.6 g, 85% yield).

1. customconsumption of starting material
2. customTetrahydrofuran was removed under reduced pressure
3. additionthe residue was diluted with water (100 mL)
4. washThe aqueous part was washed with ethyl acetate (2×100 mL)
5. extractionThe compound was extracted with ethyl acetate (3×50 mL)
6. washThe combined organic part was washed with water (2×50 mL) and brine (100 mL)
7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
8. concentrationconcentrated under reduced pressure

ORD record

ord-0e5d69d004d8454bbfd3d778ea952987

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08334315B2