Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 59216594 | HCID 59216594 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59216603 | HCID 59216603 | — |
Reaction Steps
Ethyl 3-(2,6-dinitrophenyl)-2-oxopropanoate (3.16 g, 11.2 mmol) is dissolved in dry methanol and cooled to 0° C. Sodium borohydride (0.13 g, 3.36 mmol) is added at 0° C. and stirring continued at 0° C. for 30 min. The mixture is warmed to room temperature and stirred for another 15 min. Acetone (10 ml) is added and subsequently of saturated aq. NH4Cl (5 ml) is added. The solvent is evaporated in vacuo, the remainder is dissolved in ethyl acetate and water, the organic layer is dried over magnesium sulfate, filtered and evaporated in vacuo. The crude product is purified with column chromatography on silica gel (eluent: cyclohexane/ethyl acetate, 1:1). Yield: 1.43 g (44%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07683076B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-2557ac45c1374bdea590576499d2f883 |
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| Source note | uspto-grants-2010_03 |
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