HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561476Generated: October 31, 2026
Diethyl Ether → 2-Chloro-alpha-cyclopropyl-4-methylbenZenemethanol
https://huagongshe.com/reaction/561476
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (2-Chloro-4-methylphenyl)(cyclopropyl)methanone | HCID 13175620 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Chloro-alpha-cyclopropyl-4-methylbenZenemethanol | HCID 58392529 | 126.9% |
Reaction Steps
51.3 mg (1.36 mmol) of sodium borohydride were added to 320 mg (1.23 mmol) of the compound from Example 125A in 5 ml of ethanol and 1 ml of ethyl acetate under argon, and the mixture was stirred at 40° C. for 2 h. Then a further 46.6 mg (1.23 mmol) of sodium borohydride were added, and the mixture was stirred at 40° C. overnight. The reaction mixture was added to saturated aqueous ammonium chloride solution and diethyl ether, the phases were separated, the aqueous phase was extracted twice with diethyl ether, and the combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and concentrated. 307 mg of the title compound were obtained and were reacted without further purification.
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-f0acd68b546c4d2e8aa9d674f233bcf2 |
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| Source note | uspto-grants-2011_11 |
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