HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-propyn-1-yl]benzoate → 847460-43-9
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-propyn-1-yl]benzoate | HCID 18617679 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 847460-43-9 | HCID 69202155 | 93.2% |
Reaction Steps
To a solution of methyl 4-(N-Boc-3-aminoprop-1-ynyl)benzoate (3.40 g, 11.7 mmol) in THF (25 ml) was added 4M HCl/dioxane (25 ml, 100 mmol). The reaction mixture was stirred for 1 h. The formed precipitate was collected, washed with diethyl ether (200 ml) and dried in vacuo providing methyl 4-(3-aminoprop-1-ynyl)benzoate hydrochloride (2.46 g) as white solid. Alternatively, the N-Boc protected amine can be dissolved in methanol instead of THF. In this case the solvent was removed in vacuo and the precipitate was washed with diethyl ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368572B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-b3ba8de68e9f4f7f900eb048f39586b9 |
| Source note | uspto-grants-2008_05 |