Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Octanal | HCID 454 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 21242116 | HCID 21242116 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 53652766 | HCID 53652766 | — |
Reaction Steps
To a mixture of 2.5 g of 2-amino-5,6-dimethoxy-1-indanol hydrochloride (10.2 mmole) (R. Perrone et al., il Farmaco, Ed. Sci., 39, 255-264, 1984), 1.44 g of octanal (11.2 mmole) and 100 ml of methanol, 2.5 g of sodium cyanoborohydride (39.8 mmole) is added gradually with stirring at 5° C. The mixture is then allowed to stand at room temperature overnight with stirring, then the mixture is made acidic by the addition of dilute HCl while cooling at 5° C., then sodium bicarbonate is added to alkaline reaction and the mixture is extracted with chloroform. The organic phase is dried over sodium sulfate and concentrated under reduced pressure. The crude residue is purified by crystallization from acetone/hexane. Yield 1.5 g (45.7%); m.p. 133°-135° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04826975 |
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| Source dataset | uspto-grants-1989_05 |
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| ORD ID | ord-f6ca4b4b95ce4034aa539f9d730937c6 |
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| Source note | uspto-grants-1989_05 |
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