Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl isobutyrate | HCID 11039 | — |
| Reactant | Cyclohexylisopropylamine | HCID 62386 | — |
| Reactant | 1-Iodo-4-methoxybutane | HCID 22707894 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexamethylphosphoramide | HCID 12679 | — |
| Product | HCID 21181993 | HCID 21181993 | 85% |
Reaction Steps
To N-isopropylcyclohexylamine (5.96 ml) in THF (30 ml) was added dropwise n-BuLi (1,6-M, 22.7 ml) at -78° C., and the mixture was stirred for 30 min, to which a THF (5 ml) solution of methyl isobutyrate (3.43 g) was added, and stirred at -78° C. for 45 min. Then, a HMPA (6.3 ml) solution of 1-iodo-4-methoxy-butane (9.05 g) was added to the mixture, and stirred at room temperature for 1 h to give methyl 2,2-dimethyl-6-methoxycaproate (4.81 g, 85%) after usual work-up.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05428062 |
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| Source dataset | uspto-grants-1995_06 |
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| ORD ID | ord-e5728deaed1d48c68392a710194dac45 |
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| Source note | uspto-grants-1995_06 |
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