Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 86703252 | HCID 86703252 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 60144043 | HCID 60144043 | 10.6% |
Reaction Steps
132 mg of methyl 4-(3,5-dimethyl-1H-pyrazol-yl)-3-hydroxybenzene carboxylate was dissolved in 2.6 ml of tetrahydrofuran, and 58 mg of lithium borohydride was added and stirred at 50° C. for 3.5 hours. To the reaction mixture was added 20 ml of water, and extracted with 20 ml of ethyl acetate. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and purified using preparative thin-layer silica gel column chromatography (hexane:ethyl acetate=1:2) to yield 12.4 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889727B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-8677210d56e14677ac412d7c8f0233d2 |
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| Source note | uspto-grants-2014_11 |
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