Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-Bromo-5-methoxyquinoline | HCID 23159764 | — |
| Reactant | HCID 66813815 | HCID 66813815 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86761357 | HCID 86761357 | — |
Reaction Steps
To a solution 3-bromo-5-methoxyquinoline (2.37, 10 mmol) prepared in stage B in dried THF (35 mL) is added a solution of isopropylmagnesium chloride (16.6 mL, 30 mmol) at −78° C. The solution is stirred at −78° C. under nitrogen atmosphere for 3 hours. Menthyl sulfinate (8.8 g, 30 mmol) is added and the resulting solution is stirred for a further 24 hours. The reaction mixture is then hydrolysed with saturated aqueous NH4Cl solution. After extraction of the aqueous phase, the combined organic layers are dried (MgSO4), evaporated giving the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07977354B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-7e24c7eea64c44bf94d44785c0ff3d2d |
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| Source note | uspto-grants-2011_07 |
|---|