Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | L-Phenylalanine | HCID 6140 | — |
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Carbonyl Sulfide | HCID 10039 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 22806804 | HCID 22806804 | — |
Reaction Steps
9.9 G (0.06 mol) of L-phenylalanine and 5.8 g (0.055 mol) of sodium carbonate were dissolved in 150 ml of water, into which 3.0 g (0.05 mol) of carbonyl sulfide was blown at a temperature of from 10° to 15° C. in 30 minutes. The mixture was then stirred for 30 minutes. To the mixture was added 6.3 g (0.05 mol) of benzylchloride dissolved in 90 ml of acetone dropwise in 15 minutes and the mixture was stirred for 2 hours at room temperature. After completion of the reaction, acetone was removed off from the solution by evaporating under reduced pressure. The residue was washed with 100 ml of benzene and the aqueous layer was acidified with concentrated hydrochloric acid to liberate an oily substance which was extracted twice with ethylacetate (each 100 ml). The ethylacetate layer was washed twice with water (each 100 ml) and was dried over anhydrous sodium sulfate. After drying, the drying agent was filtered. The filtrate was evaporated under reduced pressure to give a syrup-like substance which were added with 20 ml of ether and 50 ml of n-hexane. The mixed solution was stood in cold place to obtain 11.6 g of white powdery substance.
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-acf4f34118364c3b93818c2a8cb1313f |
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| Source note | uspto-grants-1979_02 |
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