Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 68690533 | HCID 68690533 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68689924 | HCID 68689924 | 27% |
Reaction Steps
1 g of methyl 2-[3-(2-aminophenyl)propyl]benzoate obtained in Example 5 (3.7 mM), 0.71 g of 4-methylphenylsulfonyl chloride (3.7 mM) and 34 mg of NaHCO3 (4.1 mM) are added to 15 ml of acetonitrile in a 50 ml reactor. The reaction medium is stirred at 20° C. for 20 hours. 5 ml of 1M HCl are then added and the mixture is extracted with ethyl acetate. The organic phase is separated out after settling of the phases, washed and then dried over Na2SO4. After evaporation under vacuum, an oil is obtained, which is precipitated from ethyl ether. The solid is filtered off and washed with ether. 0.42 g of a grey-white solid is obtained (yield: 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07816397B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-4539eba7cd9a41c3aa6b779033e11a3a |
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| Source note | uspto-grants-2010_10 |
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