HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetramethyl orthocarbonate → HCID 23725612, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetramethyl orthocarbonate | HCID 74613 | — |
| Reactant | N-[2-(6-Amino-7-hydroxy-2,3-dihydro-1H-inden-1-yl)ethyl]acetamide Hydrochloride | HCID 67354374 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 23725612 | HCID 23725612 | 58% |
Reaction Steps
N-[2-(6-Amino-7-hydroxy-2,3-dihydro-1H-inden-1-yl)ethyl]acetamide hydrochloride (100 mg, 0.369 mmol) and tetramethoxymethane (151 mg, 1.11 mmol) were heated under reflux in tetrahydrofuran (3.7 mL) for 2 hr. The reaction solution was diluted with ethyl acetate and saturated aqueous sodium hydrogencarbonate solution, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/methanol=100/0→95/5) to give the title compound (58.4 mg, yield 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08236837B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-48a7ade371a049cd9b0165b8ec84cb8b |
| Source note | uspto-grants-2012_08 |