HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → [1,8-Diethyl-4-hydroxyimino-1,3,4,9-tetrahydro-pyrano[3.4-b]indol-1-yl]-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | [1,8-Diethyl-4-hydroxyimino-1,3,4,9-tetrahydro-pyrano[3.4-b]indol-1-yl]-acetic acid methyl ester | HCID 136365314 | — |
| Solvent | Water | HCID 962 | — |
| Product | [1,8-Diethyl-4-hydroxyimino-1,3,4,9-tetrahydro-pyrano[3.4-b]indol-1-yl]-acetic acid | HCID 136365313 | — |
Reaction Steps
The product of Step A (0.182 g, 0.55 mmol), K2CO3 (0.1 g, 0.71 mmol) and a MeOH--H2O mixture (10 ml-1 ml) were refluxed for 3 h. The reaction mixture was cooled to room temperature and the methanol was removed. To the reaction mixture was added 10 ml H2O, which was then acidified using 1N HCl. The aqueous phase was extracted with EtOAc, which was dried (MgSO4), evaporated and triturated using hexane to yield a solid, m.p. 165°-168° C. (dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05824699 |
| Source dataset | uspto-grants-1998_10 |
| ORD ID | ord-45987971c229458787ef945731ae4705 |
| Source note | uspto-grants-1998_10 |