2-(3-Cyanopropyl)-1,3-dioxolane → 2-(4-Aminobutyl)-1,3-dioxolane
Reaction equation
[C:1]([CH2:3][CH2:4][CH2:5][CH:6]1[O:10][CH2:9][CH2:8][O:7]1)#[N:2].[H][H]>N.C(O)C.[Ru]>[NH2:2][CH2:1][CH2:3][CH2:4][CH2:5][CH:6]1[O:10][CH2:9][CH2:8][O:7]1Participants
6
Procedure
To a solution of 14.5 gm (10.3 mmol) 2-(3-Cyanopropyl)-1,3-dioxolane in anhydrous ammonia and ethanol was added 5% ruthenium on aluminum oxide. The reaction mixture was hydrogenated with an initial hydrogen pressure of 100 p.s.i. at ambient temperature for 32 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure. The residue was purified by silica gel chromatography to give 12.0 gm (80.5%) of the product.
Workup
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate concentrated under reduced pressure
- customThe residue was purified by silica gel chromatography
Sources & evidence
- ORD record
- ord-9442912cece1446da4824888b3be33c8
- Source dataset
- uspto-grants-2000_10
- Patent number
- US06133290
Reaction notes
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