HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphoric Acid → HCID 53695575, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 53401548 | HCID 53401548 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53695575 | HCID 53695575 | 47.2% |
Reaction Steps
To a solution of Example 3B (4.66 g, 16.9 mmol) and triethylamine (2.70 mL, 19.4 mmol) in THF (25 mL) at −20° C. was added methyl chloroformate (1.60 mL, 10.3 mmol), and the resulting solution was stirred for 15 minutes. This solution was then added to sodium borohydride (1.92 g, 50.6 mmol) in water (10 mL) at 0° C., stirred at room temperature for 2 hours, acidified with 0.5 M H3PO4, and extracted with ethyl acetate. The ethyl acetate was washed with water, brine, dried (MgSO4), filtered, and concentrated to provide 2.10 g (47%) of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06288261B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-d096e638fae44d359c2ff4d63c54cee2 |
| Source note | uspto-grants-2001_09 |