HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl acetoacetate → HCID 66653775, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl acetoacetate | HCID 15538 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 66653665 | HCID 66653665 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 66653775 | HCID 66653775 | — |
Reaction Steps
A mixture of 2-[4-(2,3-dimethyl-phenoxy)-phenyl]-morpholine (1.00 g; 3.13 mmol), tert-butyl acetoacetate (2.07 mL; 12.5 mmol), sodium triacetoxyborohydride (1.86 g; 8.75 mmol), and a drop of acetic acid, in 1,2-dichloroethane (20 mL) was stirred overnight, at RT. The resulting mixture was treated with 5% aqueous NaHCO3 and extracted with CH2Cl2. The combined organic layers were dried (Na2SO4), filtered, concentrated in vacuo, and purified by column chromatography (SiO2, Et2O/hexanes 1:3) to afford 3-{2-[4-(2,3-dimethyl-phenoxy)-phenyl]-morpholin-4-yl}-butyric acid tert-butyl ester (1.17 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029371B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-43df0ab42c984001be4c3d69b663cd4a |
| Source note | uspto-grants-2015_05 |