Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 2-(2,3-dihydro-1H-inden-2-yl)acetic Acid | HCID 5174955 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 23508324 | HCID 23508324 | 107.2% |
Reaction Steps
Acetic anhydride (3.5 mL) was added slowly to a stirred solution of nitric acid (2.1 g, S.G.1.42) in glacial acetic acid (4.2 mL) cooled in an ice-water bath. This nitrating solution was then added dropwise over 5 minutes to a rapidly stirred solution of indan-2-acetic acid (1.65 g) in a mixture of glacial acetic acid (4.2 mL) and acetic anhydride (3.5 mL), whilst keeping the reaction temperature below 5° C. After stirring for a further 20 minutes at room temperature the reaction mixture was poured onto ice-water (60 mL). This mixture was extracted three times with dichloromethane. The combined extracts were washed twice with a little water, then dried over magnesium sulfate and then evaporated to give the title compound (2.22 g) as a red oil which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06762199B2 |
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| Source dataset | uspto-grants-2004_07 |
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| ORD ID | ord-95759b52b0f94e079e8a1c3aa2322b9f |
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| Source note | uspto-grants-2004_07 |
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