Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | Methyl isonipecotate | HCID 424914 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 60704011 | HCID 60704011 | — |
Reaction Steps
4-Methoxybenzyl chloride (1.10 g, 6.98 mmol) was added dropwise to a solution of isonipecotic acid methyl ester (1.00 g, 6.98 mmol) and triethylamine (1.40 g, 14 mmol) in THF (30 ml) and the mixture was stirred at 60° C. for 72 h. 5% strength sodium bicarbonate solution (50 ml) was then added to the reaction mixture and the mixture was extracted with ethyl acetate (3×50 ml). The combined organic phases were dried with sodium sulfate and concentrated i. vac. The residue was purified by flash chromatography with cyclohexane/ethyl acetate (2:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08106055B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-8ab3399ef0104d96bed5280e18f6d641 |
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| Source note | uspto-grants-2012_01 |
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