HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-(3-Fluoro-4-methoxyphenyl)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 2-Fluoro-1-methoxy-4-(2-nitro-vinyl)benzene | HCID 53414639 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(3-Fluoro-4-methoxyphenyl)ethanamine | HCID 426300 | — |
Reaction Steps
Lithium aluminum hydride (200 mL of 1 M in diethyl ether) was placed in a 1 L round bottomed flask along with 300 mL of diethyl ether. Intermediate 81 was placed in the thimble of a soxhlet extractor atop this flask and the mixture refluxed for 24 hours. The mixture was cooled to ° 0 C and 50 mL of ethyl acetate added dropwise. After stirring for 1 hour, the mixture was quenched with 100 mL of 1 N KHSO4. The Organic layer was separated washed with sat. NaHCO3, sat. NaCl, and dried over MgSO4. Removal of the solvent gave product. LC-MS showed the product had the expected M+H+ of 170. It was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732444B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-723443a7ec354a99a1baf57c172e285f |
| Source note | uspto-grants-2010_06 |