Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Indanone | HCID 11983 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 13132277 | HCID 13132277 | 56.8% |
Reaction Steps
In a solution of 10 g of indan-2-one in 200 ml of methanol is dissolved 20 g of glycine ethyl ester hydrochloride, and 5.0 g of sodium cyanoborohydride is added portionwise under ice cooling and stirring. After stirring at room temperature for 2 hours, the reaction mixture is poured into 500 ml of ice-water, make alkaline with sodium hydrogen carbonate and subjected to extraction with 300 ml of ethyl acetate. The extract is washed with water and dried, thereafter the ethyl acetate is distilled off under reduced pressure, 10 ml of 20% alcoholic hydrochloric acid and 200 ml of ethyl ether are added to the residue, and the mixture is allowed to stand at room temperature. The resulting crystalline precipitates are collected by filtration and dried to give 11 g of N-(2-indanyl)glycine ethyl ester hydrochloride as colorless needles. Melting point: 165°-167° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04521607 |
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| Source dataset | uspto-grants-1985_06 |
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| ORD ID | ord-5da5bd66b528459b9b1a4d546a335998 |
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| Source note | uspto-grants-1985_06 |
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