Dimethyl Sulfoxide → 1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

HRID 1349932Notes

Reaction equation

HRID 1349932 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH3:5].[CH2:6](O)[CH3:7].[CH:9](O)([CH3:11])[CH3:10].CS(C)=O.[CH2:17](O)C.[CH3:20][CH2:21][CH2:22][CH2:23]CC>>[CH3:10][CH:9]1[CH:11]2[CH2:20][CH2:21][CH:22]([CH3:23])[C:5]2=[CH:4][CH:3]([C:6]([CH3:7])=[CH2:17])[CH2:2][CH2:1]1

Participants

6

Reactant 5

HCID 679Dimethyl SulfoxideHCID 702EthanolHCID 8003Pentane2×HCID 8058HexaneHCID 22179027Isopropanol ethanol

Product 1

HCID 908051,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

Procedure

Before experiments as described in this example were started, it was tested which organic solvent could be best used to dissolve the substrate. Stock solutions of 10 mM γ-gurjunene were prepared in hexane, pentane, iso-propanol ethanol and DMSO, and 5 μL of these solutions was added to the incubation-mixture. On the basis of the results of Table III ethanol was chosen as solvent for the substrates in all experiments, instead of the commonly used pentane (e.g. Karp et al., 1990).

Workup

  1. dissolutionto dissolve the substrate

Sources & evidence

ORD record
ord-b2feb6d28eef401eafbe2f1f55e2ea79
Source dataset
uspto-grants-2007_05
Patent number
US07214507B2

Reaction notes

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