HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 117871962, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(3-(Trifluoromethyl)phenyl)morpholine hydrochloride | HCID 208046 | — |
| Reactant | (2S)-2-(Trifluoromethyl)oxirane | HCID 7171781 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 117871962 | HCID 117871962 | 80.1% |
Reaction Steps
In a 50 mL round-bottomed flask, 2-(3-(trifluoromethyl)phenyl)morpholine hydrochloride (515 mg, 1.92 mmol) and DIPEA (249 mg, 336 μl, 1.92 mmol) were combined with acetonitrile (10 ml) to give a white suspension. (S)-2-(trifluoromethyl)oxirane (323 mg, 2.89 mmol) was added. The reaction mixture was stirred at room temperature for 3 days and then was concentrated in vacuo. The reaction mixture was taken up in 100 mL dilute aqueous NaHCO3 and extracted with dichloromethane (3×50 mL). The organic layers were dried over Na2SO4 and concentrated in vacuo to afford 528 mg (80%) of (2S)-1,1,1-trifluoro-3-(2-(3-(trifluoromethyl)phenyl)morpholino)propan-2-ol, which was used as is in the next step. (M+H)+=344 m/e.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353096B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-750037e53ccd4a8fa6396ea4c3d182b0 |
| Source note | uspto-grants-2016_05 |