HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propylene Oxide → HCID 89725864, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propylene Oxide | HCID 6378 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 89726095 | HCID 89726095 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89725864 | HCID 89725864 | 23.5% |
Reaction Steps
To a solution of tert-butyl 4-(3-formylbenzoyl)piperazine-1-carboxylate 21 (700 mg, 2. 2 mmol) in DCM (5 mL) was added TFA (1.75 mL, 1.54 mmol) at 0° C. The reaction mixture was stirred at room temperature for 3 h. After 3 h, RM was washed with 10% sodium bicarbonate solution and concentrated. The crude material was dissolved in methanol (4 mL) and propylene oxide (892 mg, 15.3 mmol) was added. The reaction was heated at 55° C. for 15 h. TLC analysis indicated complete consumption of starting material. The reaction mixture was concentrated and purification of crude material by column chromatography (3% MeOH/DCM, Silica (230-400)) afforded product as white sticky solid (100 mg, 16.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238656B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-f886da89a14742d6a70f1d9a1a5f3b91 |
| Source note | uspto-grants-2016_01 |