Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | beta-Alanine, ethyl ester, hydrochloride | HCID 458475 | — |
| Reactant | 4-(Bromomethyl)benzenesulfonyl chloride | HCID 2734409 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22501877 | HCID 22501877 | — |
Reaction Steps
To a solution of the 4-bromomethylphenylsulfonylchloride (10 g, 37 mmol) in CH2Cl2 (200 mL) at 0° C. was added diisopropylethylamine (16 mL, 93 mmol) followed by ethyl-3-aminopropionate hydrochloride (5.1 g, 37 mmol)). The reaction was stirred for 10 minutes at 0° C. and the solvent was evaporated at room temperature under reduced pressure. The residue was dissolved in ethyl acetate and washed with 1N HCl (3×), H2O, aqueous NaHCO3 (3×), brine (3×) and dried over MgSO4. The solvent was concentrated to give a syrup. Addition of ethyl ether induced crystallization of the product as a white solid (10 g, 30 mmol, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06503949B1 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-63d31128e93d4a17ae4a807e8e3559cc |
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| Source note | uspto-grants-2003_01 |
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