HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(Cyclopropylmethyl)piperidin-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-(Cyclopropylmethyl)piperidin-4-one | HCID 18002181 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(Cyclopropylmethyl)piperidin-4-ol | HCID 21428752 | 51.5% |
Reaction Steps
To a cold (0° C.) solution of 1-cyclopropylmethyl-piperidin-4-one (314 mg, 2 mmol, 1.0 eq.) in ethanol (4 mL) was added sodium borohydride (61 mg, 2 mmol, 0.75 eq.). The reaction mixture was stirred 16 h at room temperature. Water, sodium hydroxide and dichloromethane were added and the reaction mixture was stirred 2 h at room temperature. The aqueous layer was extracted with dichloromethane and the combined organic phases were dried over sodium sulfate, filtered then concentrated to dryness in vacuo to yield 160 mg (50%) of the tide compound as colorless oil, witch was used in the next step without further purification. MS (m/e): 156.3 (MH+, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361682B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-e5dc8ef68c4e4b3b899fcdc442eaa797 |
| Source note | uspto-grants-2008_04 |