Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 58093495 | HCID 58093495 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58093536 | HCID 58093536 | 85.3% |
Reaction Steps
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).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08334315B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-0e5d69d004d8454bbfd3d778ea952987 |
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| Source note | uspto-grants-2012_12 |
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