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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant2-Fluoro-1-methoxy-4-(2-nitro-vinyl)benzeneHCID 53414639—
SolventEthyl AcetateHCID 8857—
Product2-(3-Fluoro-4-methoxyphenyl)ethanamineHCID 426300—

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268822B2
Source datasetuspto-grants-2012_09
ORD IDord-41580f432f8f47d996d7cc9ab2f70b0f
Source noteuspto-grants-2012_09