HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59506262, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Boc-3-hydroxypiperidine | HCID 545699 | — |
| Reactant | 4'-Fluoro-3'-(trifluoromethyl)acetophenone | HCID 605678 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59506262 | HCID 59506262 | 68.4% |
Reaction Steps
To a suspension of sodium hydride (408 mg, 10.2 mmol) in DMSO (15 ml) was added 1-boc-3-hydroxypiperidine (2.00 g, 10.2 mmol) at 0° C. Stirring was continued for 30 min at 10° C. and 4-fluoro-3-(trifluormethyl)acetophenone (1.40 g, 6.79 mmol) was added dropwise. The reaction mixture was stirred at RT for 1 h and then transferred into water (200 ml) at 0° C. Dichloromethane (300 ml) was added. The organic phase was washed with water (200 ml) and dried over sodium sulfate. Evaporation and purification of the crude product by silica gel chromatography using ethyl acetate/heptane=1:1 gave the desired product (1.80 g, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143242B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-761f47309743404786f2590f888dd2a1 |
| Source note | uspto-grants-2012_03 |