HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 58022606, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 58022555 | HCID 58022555 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58022606 | HCID 58022606 | 98.8% |
Reaction Steps
To a solution of the compound of Example 11 (1.00 g) in THF (14 mL) was added under ice cooling lithium borohydride (229 mg), and then ethanol (1.4 mL) was added dropwise. The resultant solution was then stirred for 1 hour under ice cooling. To the reaction solution was added 10% aqueous citric acid, extracted with ethyl acetate, washed with water and saturated brine in that order, and then dried over anhydrous sodium sulfate. The solvent was evaporated, and the resultant residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain the target product (910 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476305B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-6b9db18089114139b648577c5a17f6b2 |
| Source note | uspto-grants-2013_07 |