Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium t-amylate | HCID 23683543 | — |
| Reactant | HCID 86706694 | HCID 86706694 | — |
| Product | HCID 58197930 | HCID 58197930 | 99% |
Reaction Steps
A solution of 6′-bromo-5′-fluoro-4-hydroxyspiro[cyclohexane-1,2′-inden]-1′(3′H)-one (Intermediate 7, 1.94 g, 6.19 mmol) and methyl iodide (9.65 ml, 154 mmol) in 2-Me THF (80 mL) was heated to 35° C. Potassium tert-pentoxide (1.7 M in toluene) (5.01 g, 9.91 mmol) was slowly added dropwise over 10 min and the resulting mixture was stirred at 35° C. for 1 h. The reaction mixture was cooled to r.t., and partitioned between water and EtOAC. The organic phase was dried over magnesium sulfate and concentrated, to give the title compound (2.0 g, 99% yield). The product was used in the next step. MS (EI) m/z 326, 328 M+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09000183B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-82f03b55111249ceac0972f49fcbccae |
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| Source note | uspto-grants-2015_04 |
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