Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | 1-Indanone, 6-bromo- | HCID 139778 | — |
| Catalyst | Hydroquinone | HCID 785 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58197188 | HCID 58197188 | 84% |
Reaction Steps
To 6-bromo-1-indanone (25 g, 0.12 mol) in dioxane (150 mL) was added Triton B (2.48 mL, 6.3 mmol) and hydroquinone (5 mg, 0.05 mmol). After stirring the mixture for 10 min at 50° C. methylacrylate (21.5 mL, 0.24 mol) in 50 mL dioxane was added. The mixture was stirred for 4 h at 50° C. and 14 h at RT. Then 2 mL methylacrylate was added and the reaction was stirred for 1 h at 50° C. The reaction mixture was poured onto water, extracted with EA and the solvents were evaporated. The residue was purified by MPLC (340 g silicagel, gradient:CH/EA 100:0 to 50:50) to give 3-[6-Bromo-2-(2-methoxycarbonyl-ethyl)-1-oxo-indan-2-yl]-propionic acid methyl ester (38 g, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09212153B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-9854f33e94634e0ca9eef5b88e885789 |
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| Source note | uspto-grants-2015_12 |
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