Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 69358928 | HCID 69358928 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69358385 | HCID 69358385 | 37% |
Reaction Steps
A suspension of 5-(2-oxo-pyrrolidin-1-yl)-isophthalic acid monomethyl ester (A75) (200 mg, 0.76 mmol, 1 equiv) in THF (20 ml) was cooled to 0° C. and treated with BH3-Me2S (2M solution in THF, 0.64 ml, 1.28 mmol, 1.3 equiv). The resulting mixture was refluxed for 1 h and then cooled to room temperature. MeOH (5 ml) was added and the resulting mixture was concentrated in vacuo. The residue was diluted with AcOEt (50 ml) and the resulting solution was washed with saturated aqueous NaHCO3 solution (30 ml) and 2N aqueous HCl solution (30 ml), dried over MgSO4 and concentrated in vacuo to give 3-hydroxymethyl-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid methyl ester (B76) (70 mg, 37%) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253198B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-f8250ec872b34a61ad9c817b1f5961ef |
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| Source note | uspto-grants-2007_08 |
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