HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → Methyl 2-(2-(3-trifluoromethylphenyl)-4-(1-(methylamino)ethyl)phenoxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | Methyl 2-(4-acetyl-2-(3-trifluoromethylphenyl)phenoxy)acetate | HCID 66868647 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 2-(2-(3-trifluoromethylphenyl)-4-(1-(methylamino)ethyl)phenoxy)acetate | HCID 67527946 | 108.9% |
Reaction Steps
To a solution of methyl 2-(4-acetyl-2-(3-trifluoromethylphenyl)phenoxy)acetate (17) (529 mg, 1.5 mmol, 1 eq) in MeOH (5 mL) was added methylamine hydrochloride (603 mg, 9.0 mmol, 6 eq) and sodium cyanoborohydride (93 mg, 1.5 mmol, 1 eq). The reaction mixture was stirred at room temperature for 8 days, diluted with ethyl acetate, washed with water, dried (Na2SO4), and concentrated in vacuo to give crude compound methyl 2-(2-(3-trifluoromethylphenyl)-4-(1-(methylamino)ethyl)phenoxy)acetate (18) as white solid (600 mg) which was carried directly to the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822467B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-5f51b85f4e6b4536b8c64083c42dcfaf |
| Source note | uspto-grants-2014_09 |