Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Glycine methyl ester hydrochloride | HCID 122755 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 53926694 | HCID 53926694 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 21465919 | HCID 21465919 | 53% |
Reaction Steps
To a solution of α-(5-chloro-2-nitrophenyl)-2-chlorophenylacetaldehyde (1.68 g) in methanol(15 ml) were added glycine methyl ester hydrochloride (0.69 g) and sodium acetate (0.45 g). The mixture was stirred for 30 minutes at room temperature, to which was added sodium cyanoborohydride (0.35 g). To this mixture was added hydrogen chloride for 5 minutes. This mixture solution was stirred for 3 hours at 50° C., to which was added a 1N aqueous solution of sodium hydroxide (50 ml), followed by extraction with dichloromethane. The extract solution was washed with water, then the solvent was distilled off. The residual oily product was purified by means of a silica-gel column chromatography (hexane:acetic acid ethyl ester=3:1 v/v as an eluent) to give 1.1 g of an oily compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05698691 |
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| Source dataset | uspto-grants-1997_12 |
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| ORD ID | ord-63af6e09da2941c1bdc583afd011c97f |
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| Source note | uspto-grants-1997_12 |
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