Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | 7-methyl-1H-indol-5-ol | HCID 18932734 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86701439 | HCID 86701439 | — |
Reaction Steps
7-Methyl-1H-indol-5-ol (5.2 g, 35.3 mmol) was dissolved in toluene (221 mL) and prop-2-en-1-ol (2.42 mL, 35.3 mmol) was added followed by cyanomethylenetributylphosphorane (21.32 g, 88 mmol). The reaction was heated at 100° C. After 1 hour the reaction was cooled to room temperature, concentrated and purified by silica gel flash chromatography (0:100 EtOAc:heptanes) to provide the title compound. MS (ESI+) m/z 188.15 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09056874B2 |
|---|
| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-9fd0019ac0294890beed0c845195c9d4 |
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| Source note | uspto-grants-2015_06 |
|---|