HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → HCID 59323388, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 59323222 | HCID 59323222 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59323388 | HCID 59323388 | 70.1% |
Reaction Steps
26 mg of 2-[3-benzyl-3,4-dihydroisoquinolin-2(1H)-yl]ethanamine was dissolved in 1 mL of toluene, and MS-4A (30 mg), 10.4 mg of benzaldehyde, 18 mg of sodium triacetoxyborohydride, and 0.01 mL of acetic acid were added thereto at room temperature, followed by stirring overnight. After completion of the reaction, to the reaction liquid was added a saturated aqueous sodium hydrogen carbonate solution, followed by extraction with chloroform. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue obtained was purified using PLC (chloroform:methanol=20:1) to obtain 24.4 mg (yield 70%) of a title compound as a pale yellow oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273766B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-16e4fe80bd994ca08df94113e330d922 |
| Source note | uspto-grants-2012_09 |