HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylamine → HCID 86726492, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylamine | HCID 1146 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 86726493 | HCID 86726493 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86726492 | HCID 86726492 | 62% |
Reaction Steps
To a solution of (R)—N-(1-hydroxypropan-2-yl)-3-methoxy-4-nitrobenzamide (1 equiv) in dry THF (0.2 M) was added trimethylamine (1.5 equiv) followed by addition of methanesulfonyl chloride (1.5 equiv). The reaction was stirred at room temperature overnight. The reaction mixture was washed with water (0.6 M) and brine (0.6 M) sequentially. The aqueous was extracted with ethyl acetate (0.23 M). The combined organic phase was dried over magnesium sulfate and filtered. The filtrate was concentrated. The crude material was purified by silica gel chromatography (20% ethyl acetate in petroleum ether) to afford the desired compound (62% yield). MS (ESI) m/z 253.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428509B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-f372d334a94d4840ab7b7dd0a7429664 |
| Source note | uspto-grants-2016_08 |