HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 54078618, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | 1-((1R)-((2R,4R,5S)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)-4-((1R)-((2R,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)phthalazine | HCID 51003674 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 54078618 | HCID 54078618 | — |
Reaction Steps
At 0° C. were combined t-butyl alcohol (150 mL), water (150 mL), and AD-mix-α (42 g). Example 1 (6.4 g, 30 mmol) was added and stirred for 3.5 hours. The reaction was refrigerated overnight (15.5 hours), stirred for 8 hours, refrigerated for another 16 hours, and stirred for a further 1 hour. Sodium sulphite (45 g, 36 mmol) was added and the reaction stirred for 2 hours at room temperature. The mixture was poured into ethyl acetate (300 mL) and the aqueous extracted with ethyl acetate (3×150 mL). The organics were dried (MgSO4) and the solvent removed in vacuo. Purification by column chromatography (ethyl acetate:heptane 9:1) gave the product as a yellow oil, 30 mmol, 100%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06057357 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-c4d20de471d447f9a00b32a11b5b8584 |
| Source note | uspto-grants-2000_05 |