Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 89924294 | HCID 89924294 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 89924099 | HCID 89924099 | — |
Reaction Steps
To a stirred solution of 4,4-dimethyl-3-oxocyclopent-1-enecarbonitrile (Step 1, 6 g, 44.4 mmol) in methanol (50 ml) was added sodium borohydride (2.52 g, 66.6 mmol) at 0° C. under nitrogen atmosphere. Reaction mixture was stirred at same temperature for 20 mins. Progress of reaction was monitored by TLC. After completion of reaction, distilled the reaction mixture was concentrated under reduced pressure. To crude reaction mass water (10 ml) was added followed by addition of 1 ml acetic acid. Aqueous reaction mixture was extracted in ethyl acetate (2×25 ml). Combined organic layer was dried on sodium sulphate and concentrated under reduced pressure to get oily compound which was directly used for next reaction without further purification (3.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359367B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-8519b37c1911449a9d055d208d987331 |
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| Source note | uspto-grants-2016_06 |
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