HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → HCID 135955761, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 178438839 | HCID 178438839 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 135955761 | HCID 135955761 | 25% |
Reaction Steps
Compound 11 (340 mg, 0.9 mmol) was dissolved in THF (4 mL). AcOH (2 drops, cat. amount) was added followed by dimethylamine in THF (1N solution, 0.7 mL, 1.35 mmol). NaBH(OAc)3 (286 mg, 1.35 mmol) was added to the reaction mixture and the reaction mixture was stirred at room temperature for 30 min. Water was added and the reaction mixture was extracted with EtOAc. Combined organic layers were washed with water and brine and dried over Na2SO4. Purification of the concentrated crude product by column chromatography (MeOH:CH2Cl2=2:8) afforded the title product as a pale yellow solid (80 mg, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927548B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-5406e22041c74ef3a6bd7c26cb50447c |
| Source note | uspto-grants-2015_01 |