Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4-(difluoromethoxy)-1H-indole | HCID 86699285 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 1383974-37-5 | HCID 86699283 | 29.7% |
Reaction Steps
0.722 mg of sodium cyanoborohydride is added to a solution of 1 g of 4-difluoromethoxy-1H-indole in 15 ml of trifluoroacetic acid, cooled to 0° C., and the stirring is continued for 3 hours. The reaction mixture is then concentrated under reduced pressure, treated with a concentrated sodium hydroxide solution, extracted with dichloromethane, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue is purified by silica column chromatography, elution being carried out with a mixture of heptane and ethyl acetate (20/80: v/v), so as to give 300 mg of 4-difluoromethoxy-2,3-dihydro-1H-indole in the form of a yellow oil, the characteristics of which are the following:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133168B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-4bb71e9b6e0d4e118bd5b6c79c75b6f8 |
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| Source note | uspto-grants-2015_09 |
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