HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 67460442, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclobutanone | HCID 14496 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 67461149 | HCID 67461149 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 67460442 | HCID 67460442 | 56.6% |
Reaction Steps
Dissolve 3-(4-bromo-2-methoxy-phenoxy)-azetidine (1.84 g, 7.13 mmol) in dichloroethane (80 mL). Add cyclobutanone (1.86 mL, 25 mmol), sodium triacetoxyborohydride (3.02 g, 14.3 mmol) and acetic acid (0.82 mL, 14.3 mmol). Stir the mixture overnight, then add saturated sodium bicarbonate and extract three times using dichloromethane. Dry the combined organic portions over sodium sulfate, filter, and concentrate. Purify by silica gel chromatography using a 0-3% gradient of methanol/dichloromethane to give 1.26 g (56%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08049013B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-030715f0200f453bbd869e370370bce2 |
| Source note | uspto-grants-2011_11 |