HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561482Generated: October 31, 2026
Water → 2-[Hydroxy(4-methylphenyl)methyl]cyclopropanecarbonitrile
https://huagongshe.com/reaction/561482
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2-(4-Methylbenzoyl)cyclopropanecarbonitrile | HCID 58392415 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-[Hydroxy(4-methylphenyl)methyl]cyclopropanecarbonitrile | HCID 58392344 | — |
Reaction Steps
607 mg (16.0 mmol) of sodium borohydride were added to 2.70 g (14.6 mmol) of the compound from Example 126A in 60 ml of ethanol and 16 ml of ethyl acetate under argon, and the mixture was stirred at 40° C. for 2 h. The reaction mixture was added to water and extracted with dichloromethane, and the organic phase was washed with water, dried over magnesium sulfate, filtered and concentrated. The crude product was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate gradient) to result in 2.56 g (94% 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-813536802ef449fca12bbcf7d7b84346 |
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| Source note | uspto-grants-2011_11 |
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