HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561483Generated: October 31, 2026
Diethyl Ether → (4-Chlorophenyl)(2,2-difluorocyclopropyl)methanol
https://huagongshe.com/reaction/561483
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2,2-Difluorocyclopropyl(4-chlorophenyl) ketone | HCID 24865871 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (4-Chlorophenyl)(2,2-difluorocyclopropyl)methanol | HCID 58392413 | — |
Reaction Steps
336 mg (8.89 mmol) of sodium borohydride were added to 1.75 g (8.08 mmol) of the compound from Example 124A in 33 ml of ethanol and 9 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 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 magnesium sulfate, filtered and concentrated. 1.44 g (82% of theory) of a mixture of the diastereomers of the title compound were obtained.
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-fc5f375805a94fe8af6a928964fd7edd |
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| Source note | uspto-grants-2011_11 |
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