Ammonia;borane → 2-(Benzylsulfanyl)ethan-1-amine
Reaction equation
[CH2:1]([S:8][CH:9](N)[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:12].B>C1(C)C=CC=CC=1.[Ru].ClC1CCC=CCCC=1Cl.[Co](Cl)Cl>[CH2:1]([S:8][CH2:9][CH2:10][NH2:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
Conditions
- Temperature
- 100 °C
Procedure
This compound was prepared in situ as described above. In a typical experiment, benzylthio ethanamine (0.2 g, 1.2 mmol) was dissolved in toluene (5 ml) and the solution was then added to a suspension of dichloro 1,5-cyclooctadiene ruthenium polymer [RuCl2(COD)]n in toluene (5 ml). The mixture was then stirred under argon at 100° C. for 2 hours. The solvent volume was reduced in vacuo to approximately 3 ml and a solid was precipitated by adding ether (10 ml) to obtain a reddish brown product. The activities of these catalysts are low for the hydrolysis of ammonia borane. The reactions with cobalt(II)chloride (CoCl2) and chlorobis(cyclooctene)iridium(I)dimer [IrCl(COE)2]2 were performed similarly. The three catalysts prepared in the section (section b) were all tested for ammonia borane hydrolysis.
Workup
- customThis compound was prepared in situ
- customa solid was precipitated
- additionby adding ether (10 ml)
- customto obtain a reddish brown product
- customThe three catalysts prepared in the section (section b)
Sources & evidence
- ORD record
- ord-41cf2d2fd3e743dca3fb79c33df6c8ed
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08518368B2
Reaction notes
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