Methanol → HCID 54010426, compound
Reaction equation
[CH2:1]=[CH:2][C:3](=[CH2:5])[CH3:4].[C:6]([O:9][CH:10]=[CH2:11])(=[O:8])[CH3:7].CO>[O-]S(C(F)(F)F)(=O)=O.[Ag+].O>[C:6]([O:9][CH:10]=[CH:11][CH2:4][CH:3]([CH3:5])[CH:2]=[CH2:1])(=[O:8])[CH3:7]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
4 mg (0.016 mmol) of (η6-benzene)ruthenium (II) dichloride, 15 mg (0.058 mmol) of silver triflate and 11.2 mg (0.052 mmol) of N-2-aminoethyl-p-toluenesulfonamide were placed in a sealed tube, which was then charged with 2 ml (20 mmol) of isoprene, 2 ml (22 mmol) of vinyl acetate and 2 ml of methanol. The mixture was heated with stirring at 100° C. for 6 hours in an argon atmosphere. The reaction mixture was poured into water and the organic layer was concentrated to obtain 0.17 g (yield: 6% based on isoprene) of a co-dimer (4-methylhexa-1,5-dien-1-yl acetate) (Purity: 75%, regioisomer: 17%, cyclic dimer of dienes: 8%).
Workup
- temperatureThe mixture was heated
- concentrationthe organic layer was concentrated
Sources & evidence
- ORD record
- ord-b22203111a974a89a74c86019efc1110
- Source dataset
- uspto-grants-2001_11
- Patent number
- US06323174B1
Reaction notes
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