Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Phenylmethanesulfonyl chloride | HCID 74740 | — |
| Reactant | (R)-4-bromo-alpha-methylbenzylamine | HCID 853000 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 33037884 | HCID 33037884 | 73.4% |
Reaction Steps
Phenylmethanesulfonyl chloride (10.5 g, 55 mmol) was added into a solution of (R)-1-(4-bromophenyl)ethanamine (10 g, 50 mmol) in pyridine (100 mL) drop wise at 0° C. The reaction mixture was stirred at 10° C. for 1 hour. The reaction was poured into water (500 mL), the pH value adjusted to 5 with 6 N aqueous HCl, extracted with EtOAc (100 mL×4). The organic layer was dried over Na2SO4, filtered, and concentrated to provide the title compound (13 g, 73% yield) as pale yellow solid which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09216988B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-88c5195c314c4f3fbb4b489f3ffb942a |
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| Source note | uspto-grants-2015_12 |
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