HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane → 1779637-50-1
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 117966693 | HCID 117966693 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1779637-50-1 | HCID 78024213 | 39.2% |
Reaction Steps
(3R)-2-tert-butyl 3-ethyl 2-azabicyclo[4.1.0]heptane-2,3-dicarboxylate (D21) (600 mg, 2.22 mmol) was partitioned between dioxane (10 ml) and water (5 ml) prior addition of LiOH H2O (370 mg, 8.9 mmol). The mixture was stirred at RT for 18 hrs. Water (10 ml) and LiOH H2O (740 mg, 18 mmol) were added and the mixture left at RT for 66 h. Dioxane was evaporated off and remaining aqueous was washed with Et2O (3×20 ml). Aqueous solution was acidified with acetic acid up to pH 4 and extracted with EtOAc (3×30 ml). Collected organics were washed with NaCl sat., dried over Na2SO4 and evaporated in vacuo to afford the title compound (D22) (210 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181279B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-bbd641ace1814f339d5ddcf3cf7fc5c5 |
| Source note | uspto-grants-2015_11 |