HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561486Generated: November 1, 2026
Ammonium Chloride → 2-[(2,4-Difluorophenyl)(hydroxy)methyl]cyclopropanecarbonitrile
https://huagongshe.com/reaction/561486
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2-(2,4-Difluorobenzoyl)cyclopropanecarbonitrile | HCID 58392551 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-[(2,4-Difluorophenyl)(hydroxy)methyl]cyclopropanecarbonitrile | HCID 58392472 | — |
Reaction Steps
342 mg (9.03 mmol) of sodium borohydride were added to 1.70 g (8.21 mmol) of the compound from Example 123A in 35 ml of ethanol and 15 ml of ethyl acetate under argon, and the mixture was stirred at 40° C. for 1 h. The reaction mixture was added to saturated aqueous ammonium chloride solution and ethyl acetate, the phases were separated, the aqueous phase was extracted twice with ethyl acetate, and the combined organic phases were dried over magnesium sulfate, filtered and concentrated. The crude product was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate 9/1) to result in 1.50 g (87% of theory) of a mixture of the diastereomers of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063234B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-80b5b8dcd3ad4307a8e5f123e6e73631 |
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| Source note | uspto-grants-2011_11 |
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