Ammonia;borane → 2-(Benzylsulfanyl)ethan-1-amine

HRID 1895835Notes

Reaction equation

HRID 1895835 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]=1

Participants

6

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

  1. customThis compound was prepared in situ
  2. customa solid was precipitated
  3. additionby adding ether (10 ml)
  4. customto obtain a reddish brown product
  5. 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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