Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 14851357 | HCID 14851357 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Magnesium | HCID 5462224 | — |
| Product | HCID 14851366 | HCID 14851366 | 146.2% |
Reaction Steps
A solution of 4.2 g of cis-(1RS)-1-formyl-(6RS)-6-[(1E,3E)-(5RS)-5-acetoxy-1,3-tridecadienyl]-3-cyclohexene in 8.25 ml of tetrahydrofuran is installed in 29.9 ml of this magnesium organic solution at -20° C. under argon and stirred for 30 minutes at -20° C. It is mixed with 150 ml of saturated ammonium chloride solution, extracted three times with ether, the organic phase is shaken out with brine, dried on magnesium sulfate and concentrated by evaporation in a vacuum. The residue is chromatographed on silica gel. With hexane/ethyl acetate (8+2), 4.1 g of the alcohol is obtained as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05187286 |
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| Source dataset | uspto-grants-1993_02 |
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| ORD ID | ord-4aa11551949f419f9cda248915b1efdb |
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| Source note | uspto-grants-1993_02 |
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