Water → HCID 18175257, compound

Participants

Reaction Steps

To a stirred solution of lithium aluminum hydride (2.7 g) in tetrahydrofuran (25 ml) was added dropwise a solution of 2,6-bis(1-pyrrolidinomethyl)-4-acetamidophenol (5.6 g) in tetrahydrofuran (5 ml). The mixture was heated to reflux for 5 hours and was added dropwise water and aqueous 20% NaOH solution with cooling in an ice bath then was filtered by suction. The filtered cake was washed with tetrahydrofuran. The combined filtrate and washings were evaporated under reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography (CH3COOEt:CH3OH: H4OH=5:1:0.1) to give 2,6-bis(1-pyrrolidinomethyl)-4-ethylaminophenol (3.9 g).

Provenance & Evidence