HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → N-(2-methylcyclohexyl)-3-methoxy 4-(2-propynyloxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methylcyclohexylamine | HCID 23432 | — |
| Reactant | 3-Methoxy-4-(2-propynyloxy)benzoyl chloride | HCID 57445671 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(2-methylcyclohexyl)-3-methoxy 4-(2-propynyloxy)benzamide | HCID 16058722 | 89.4% |
Reaction Steps
To a mixture of 3 ml of THF and 0.3 g of 3-methoxy-4-(2-propynyloxy)benzoyl chloride were added dropwise 0.19 g of 2-methylcyclohexylamine and 0.16 g of triethylamine in order under ice cooling. The mixture obtained was stirred at room temperature for 4 hours. Then, ethyl acetate was added to the reaction mixture and it was filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.36 g of N-(2-methylcyclohexyl)-3-methoxy 4-(2-propynyloxy)benzamide (hereinafter, described as the compound 2 of the present invention) represented by the formula:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902400B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-1281b574172448948b5b01d6ce3af056 |
| Source note | uspto-grants-2011_03 |