Reaction equation
[C:1]([CH2:4][NH:5][CH:6]([CH2:9][CH2:10][CH2:11][CH:12]=[CH2:13])C=C)([OH:3])=[O:2].[Cl-].C[N+]1C=CN(CC)C=1.[Cl-].[Cl-].[Cl-].[Al+3]>>[C:1]([CH2:4][NH:5][C:6]1[CH2:9][CH2:10][CH2:11][CH2:12][CH:13]=1)([OH:3])=[O:2]Participants
4
Procedure
92 mg (0.5 mmol) of N-carboxymethyl-3-amino-1,7-octadiene and 4 mg of bis(tricyclohexylphosphine)-benzylidene-ruthenium(IV) dichloride (1 mol %) were dissolved in a liquid mixture of 586 mg of 1-methyl-3-ethylimidazolium chloride (4 mmol) and 533 mg of aluminium trichloride (4 mmol) under an argon atmosphere in a baked-out Schlenk tube. The mixture was allowed to react for two hours at 50° C. After an aqueous work-up, the mixture was filtered through a very short silica gel column (0.5 cm), washed four times with 1 ml each time of acetonitrile and evaporated.
Workup
- customto react for two hours at 50° C
- filtrationAfter an aqueous work-up, the mixture was filtered through a very short silica gel column (0.5 cm)
- washwashed four times with 1 ml each time of acetonitrile
- customevaporated
Sources & evidence
- ORD record
- ord-d51f72ceb9fa4e588f4c3170ac7be1b1
- Source dataset
- uspto-grants-2004_06
- Patent number
- US06756500B1
Linked notes
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