Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | L-Phenylalanine | HCID 6140 | — |
| Reactant | 4-Methylbenzyl chloride | HCID 7722 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Carbonyl Sulfide | HCID 10039 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54152741 | HCID 54152741 | 78.1% |
Reaction Steps
16.5 G (0.1 mol) of L-phenylalanine and 27.8 ml (0.2 mol) of triethylamine were dissolved in 100 ml of water. To this solution was added dropwise 150 ml of dioxane containing 6.0 g (0.1 mol) of carbonyl sulfide at a temperature of from 5°to 10° C in 15 minutes while cooling with ice. After stirring at a temperature of 10° C for 15 minutes, 14.1 g (0.1 mol) of 4-methylbenzylchloride was added dropwise to the solution in 10 minutes and the solution was then stirred at room temperature for 1 hour. After completion of the reaction, a syrup-like substance was formed in a similar manner to that described in Example 1, which was then crystallized from 60 ml of ethylacetate and 300 ml of petroleum ether to obtain 25.7 g of white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04138485 |
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| Source dataset | uspto-grants-1979_02 |
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| ORD ID | ord-73d1522a07ae417ea6e6b6d6f63b8a4c |
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| Source note | uspto-grants-1979_02 |
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