HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 59302382, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 59302364 | HCID 59302364 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59302382 | HCID 59302382 | — |
Reaction Steps
Lithium chloride (0.64 g, 15 mmol) and sodium borohydride (0.57 g, 15 mmol) and then ethanol (22 ml) are added to a solution of example 74A (2.32 g, 7.5 mmol) in THF (14 ml). The mixture is stirred at RT overnight. For the workup, the mixture is adjusted to pH 4 with a citric acid solution (10% in water) while cooling with ice water, then diluted with 200 ml of water and extracted three times with dichloromethane. The combined organic phases are dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is separated by means of HPLC (Method 41) and the suitable fractions are concentrated in vacuo. The title compound is obtained as an oil (1.24 g, 59% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07718611B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-7202189ea56f4cc386b4ebb8d1e59149 |
| Source note | uspto-grants-2010_05 |