Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 54285481 | HCID 54285481 | — |
| Reactant | HCID 178418368 | HCID 178418368 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19887628 | HCID 19887628 | — |
Reaction Steps
To a solution of methyl indol-1-ylacetate (1.13 g, 5.9 mmol) from Example 1, Step 1, in THF at -78° C. was added dropwise a solution of 2M isobutyl magnesium chloride in Et2O (3.3 mL, 6.6 mmol). The reaction mixture was warmed up to 0° C. and kept at this temperature until the starting material disappeared. The reaction mixture was quenched with a 0.5M solution of Na and K tartrate and extracted with EtOAc. The extract was washed with a solution of NH4OAc, dried over MgSO4 and evaporated to dryness. The crude residue was chromatographed on flash silica gel column eluting with EtOAc-hexane (1:9) to afford the pure title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05132319 |
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| Source dataset | uspto-grants-1992_07 |
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| ORD ID | ord-04740d4a3c0b47449f5291c5693b2d6e |
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| Source note | uspto-grants-1992_07 |
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