HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 57949327, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 57949729 | HCID 57949729 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57949327 | HCID 57949327 | 37.2% |
Reaction Steps
Morpholine (8.2 mg, 0.094 mmol) was dissolved in dichloromethane (2.0 mL) and 7-Methyl-1-oxo-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-1H-isoindole-5-carbaldehyde (30.0 mg, 0.085 mmol) was added. The mixture was stirred for ten minutes and sodium triacetoxy borohydride (29.7 mg, 0.14 mmol) was added and the reaction was allowed to stir overnight. The reaction was then diluted with dichloromethane, washed with saturated sodium bicarbonate and brine, dried over sodium sulfate, filtered and concentrated. Column chromatography (20% MeOH/EtOAc) provided the title compound as a colourless oil (13.3 mg, 37%). 1H NMR (300 MHz, CDCl3): δ 7.35 (d, 2H), 7.19 (d, 4H), 4.78 (s, 2H), 4.23 (s, 2H), 3.72 (t, 4H), 3.53 (s, 2H), 2.76 (s, 3H), 2.45 (t, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968570B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-ec8fdbfcb3a44b918c576d922e4e21c3 |
| Source note | uspto-grants-2011_06 |