HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 19706721, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 11403111 | HCID 11403111 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19706721 | HCID 19706721 | 96.1% |
Reaction Steps
A solution of 6,7-dimethoxy-2-methylquinoline-3-carboxylic acid ethyl ester (2.83 g, 10.3 mmol) in dry THF (75 ml) was added dropwise over 20 min to a stirred, ice-cooled suspension of lithium aluminiumhydride (0.39 g, 10.3 mmol) in dry THF (50 ml). The mixture was allowed to come to room temperature over 2 h and the excess lithium aluminiumhydride was decomposed by sequential careful addition of ethyl acetate, acetone and 2M NaOH. The mixture was filtered and the white gummy material was extracted twice with acetone. The filtrate and the extracts were combined and concentrated to give 2.31 g of 6,7-dimethoxy-2-methylquinoline-3-methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05710139 |
| Source dataset | uspto-grants-1998_01 |
| ORD ID | ord-65ce02bd8f584191b8e5a1064cb450ae |
| Source note | uspto-grants-1998_01 |