HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289882Generated: October 30, 2026
2,3-Dichloro-alpha-methylbenzylamine → HCID 53748281, compound
https://huagongshe.com/reaction/2289882
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,3-Dichloro-alpha-methylbenzylamine | HCID 1215 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (S)-mandelic acid | HCID 439616 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 53748281 | HCID 53748281 | 40% |
Reaction Steps
A solution consisting of 10 g of (RS)-1-(2,3-dichlorophenyl)ethylamine and 30 g of methyl t-butyl ether was heated to 45° C. while stirring, and a mixture of 3.6 g of L-mandelic acid and 30 g of methyl t-butyl ether was added thereto over about 30 minutes, followed by stirring at the same temperature for 30 minutes. Then, after cooled to 20° C. over 6 hours, the precipitated crystals were filtered, washed twice with 20 g of methyl t-butyl ether and dried to obtain 7.2 g of diastereomer salt. 21 g of a 5% aqueous sodium hydroxide solution was added to the crystals, followed by extraction twice with 10 g of methyl t-butyl ether. The solvent was distilled off from the resulting organic layer to obtain 4 g of (R)-1-(2,3-dichlorophenyl)ethylamine. This had the optical purity of 90.4%ee.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06093851 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-9b0158ab76ec4acea682a8927e4f0df2 |
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| Source note | uspto-grants-2000_07 |
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