HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(Dimethylamino)-1-(2-fluorophenyl)propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | o-Fluoroacetophenone | HCID 96744 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(Dimethylamino)-1-(2-fluorophenyl)propan-1-one | HCID 58109172 | 88% |
Reaction Steps
1-(2-Fluorophenyl)ethanone (170 g, 1.23 mol), dimethylamine (137 g, 1.72 mol), and paraformaldehyde (55 g, 1.85 mol) were suspended in ethanol (500 mL), then concentrated HCl (3 mL) was added, and the mixture was heated to reflux overnight. The solvent was removed under vacuum. The residue was washed with EtOAc for 3 times to give 3-(dimethylamino)-1-(2-fluorophenyl)propan-1-one (207 g, 88%), which was used for the next step without purification. 1H NMR (CDCl3): δ=2.69 (s, 6H), 2.52 (m, 4H), 7.30 (m, 2H), 7.66 (m, 1H), 7.96 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575156B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-d5178b2c42624f028af0c2a721689dcd |
| Source note | uspto-grants-2013_11 |