HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 69915989, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | Potassium sodium tartarate | HCID 9855836 | — |
| Reactant | HCID 73990358 | HCID 73990358 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69915989 | HCID 69915989 | 60.1% |
Reaction Steps
DIBAL (1.0 M solution in toluene, 3.10 mL, 3.10 mmol) was added dropwise to a suspension of the compound from step B (350 mg, 1.53 mmol) in toluene (10 mL) and dichloromethane (4 mL) at −78° C. and the mixture was stirred for 2 h at that temperature. MeOH (1 mL) was added and the mixture was poured into a stirring mixture of ethyl acetate (20 mL) and 10% aq. potassium sodium tartrate (20 mL) and stirred for 1 h at RT. The organic layer was washed with brine (20 mL), dried (Na2SO4), and concentrated. Purification by chromatography (SiO2, 1:1 hexane/ethyl acetate) yielded 185 mg (59%) of the title compound. MS 202 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06613747B2 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-1c2aa80999fd445eb98ae28d6a05e93f |
| Source note | uspto-grants-2003_09 |