HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386461Generated: November 2, 2026
Diethyl Ether → 2-(3-Fluoro-4-methoxyphenyl)ethanamine
https://huagongshe.com/reaction/2386461
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 |
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| Patent number | US08268822B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-41580f432f8f47d996d7cc9ab2f70b0f |
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| Source note | uspto-grants-2012_09 |
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