Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 21914222 | HCID 21914222 | — |
| Reactant | HCID 178461630 | HCID 178461630 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 22244497 | HCID 22244497 | 80% |
Reaction Steps
A solution of 268 mg (1.44 mmol) of aldehyde 45 in 4 ml of diethyl ether is mixed at 0° C. with 528 μl (1.58 mmol, 1.1 equivalents) of a 3 M solution of EtMgBr in ether. It is allowed to stir for 2 hours at 0° C., heated to room temperature and allowed to stir for another hour. For working-up, it is mixed with saturated aqueous NH4Cl solution, and then water is added steadily until the precipitate goes into solution. The aqueous phase is extracted with ether, the combined organic phases are dried on MgSO4 and concentrated by evaporation. The residue is purified by column chromatography with pentane:ether=1:1. 251 mg (1.16 mmol) of alcohol 46, corresponding to a yield of 80%, is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06156905 |
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| Source dataset | uspto-grants-2000_12 |
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| ORD ID | ord-5253549dbdbc466a80fc6ee6897bbe58 |
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| Source note | uspto-grants-2000_12 |
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