Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | HCID 178427760 | HCID 178427760 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178521033 | HCID 178521033 | 82.2% |
Reaction Steps
To a stirring solution of: trans-toluene-4-sulfonic acid 3-(4-pyrrolidin-1-ylmethyl-phenyl)-cyclobutylmethyl ester (example 48) (0.5 g, 1.2 mmol) in methyl alcohol (12.5 mL) was added magnesium turning. After 16 hours the reaction turned from a colorless solutions to a milky white solution. The reaction was quenched by the addtion of 1 mL of an aqueous solution of 15% NaOH and water. The solids were filtered off through a plug of celiteand the aqueous layer was extracted with 3:1 CH3Cl:isopropyl alcohol. The combined organic layer were dried over MgSO4, filtered through a fritted funnel and concentrated under reduced pressure to yield the title compound (242 mg, 79% yield) as a colorless oil. This material was processed without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07115600B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-c4607f0f4c624521a90651c52ac93882 |
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| Source note | uspto-grants-2006_10 |
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