HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Sulfate → (6,7-Dihydro-5H-cyclopenta[b]pyrazin-6-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | ethyl 6,7-dihydro-5H-cyclopenta[b]pyrazine-6-carboxylate | HCID 69311914 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (6,7-Dihydro-5H-cyclopenta[b]pyrazin-6-yl)methanol | HCID 17859820 | 94% |
Reaction Steps
To a solution of 4.5 g (23.4 mmol) of 6,7-dihydro-5H-cyclopentapyrazine-6 carboxylic acid ethyl ester (prepared by analogy to the method described in WO99/02517) in 90 ml of anhydrous tetrahydrofuran under argon was added 1.33 g (35.1 mmol) of lithium aluminium hydride. The resulting mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with 100 ml of diethylether at 0° C. and treated with excess of a saturated aqueous solution of sodium sulfate. Further solid sodium sulfate was added and the organic phase was filtered to remove salts. The solvent was evaporated to dryness to give 3.3 g (94%) of product as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07232827B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-54b62b7c2b394e4db25740fc7e1e2728 |
| Source note | uspto-grants-2007_06 |