HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 72262876, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Lithium methanolate | HCID 4177230 | — |
| Reactant | HCID 57626337 | HCID 57626337 | — |
| Catalyst | Titanium Tetrachloride | HCID 24193 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 72262876 | HCID 72262876 | 69% |
Reaction Steps
To 2-(2-nitro-ethyl)-5-phenoxy-pyridine (76 mg, 0.31 mmol) described in Manufacturing Example 121-1-4 and methanol (6.0 mL) was added lithium methoxide (24 mg, 0.62 mmol) at room temperature, which was stirred for 3 minutes, and then the solvent was evaporated under a reduced pressure. Methylene chloride (10 mL) was added to the residue, titanium (IV) chloride (0.11 mL, 1.0 mmol) was added at room temperature, which was stirred for 10 minutes. Cold aqueous sodium bicarbonate and ethyl acetate were added to the reaction solution, which was filtered through a Celite pad, and then the organic layer was separated. The organic layer was concentrated under a reduced pressure to obtain the title compound (56 mg, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691882B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-e414632dd9674343b5dfe09394575298 |
| Source note | uspto-grants-2010_04 |