HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidine-3-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Bromomethyl-1,4-benzodioxane | HCID 98333 | — |
| Reactant | Ethyl nipecotate | HCID 98969 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidine-3-carboxylic acid ethyl ester | HCID 25175498 | — |
Reaction Steps
To a mixture of 2-bromomethyl-2,3-dihydrobenzo[1,4]dioxine (3.0 g, 13.09 mmol) and ethyl nipecotate (2.65 ml, 17.02 mmol) in DMF (15 ml) was added DIPEA (7.5 ml). The reaction mixture was irradiated in the microwave reactor at 110° C. for 3 min. Water (20 ml) was then added. The reaction mixture was extracted with DCM (3×20 ml). The combined organic phases were dried over Na2SO4, filtered and evaporated to give the crude title compound, which was purified by column chromatography (DCM/MeOH, 95:5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492549B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-5417456f581d4388a14f61f275015e65 |
| Source note | uspto-grants-2013_07 |