Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | o-Chlorophenylacetic acid | HCID 17124 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | Pyrrolidine, 1-[(2R)-2-hydroxy-1-oxopropyl]- (9CI) | HCID 11194401 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 44544857 | HCID 44544857 | — |
Reaction Steps
To thionyl chloride (7.7 g, 64.7 mmol), 2-chlorophenylacetic acid (10 g, 58.6 mmol) was added. The mixture was stirred at 50° C. for 3 hours. After stirring, sulfuryl chloride (12.7 g, 93.8 mmol) was added thereto at the same temperature for reaction overnight. After the reaction, toluene (45 mL) was added and (2R)-1-oxo-1-pyrrolidinylpropane-2-ol (9.2 g, 64.5 mmol) was added thereto at the same temperature. Subsequently, triethylamine (7.7 g, 93.8 mmol) was added to carry out reaction for 2 hours. After the reaction, water was added thereto and the water layer was disposed of. The obtained organic layer was washed with water, and the water layer was disposed of. The organic layer was concentrated under reduced pressure to obtain 19 g of the concentrate of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383833B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-7302bdd5c36e44e8b1d26a44d29f3500 |
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| Source note | uspto-grants-2013_02 |
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