Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 54536415 | HCID 54536415 | — |
| Product | HCID 11175806 | HCID 11175806 | — |
Reaction Steps
A mixture of (5R)-5-cyanomethyl-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-benzazepine (102 mg), potassium hydroxide (84 mg) and ethylene glycol (2 ml) is heated with stirring at 170-175° C. for 6 hours. The reaction solution is acidified with conc. hydrochloric acid, extracted with ethyl acetate, dried over sodium sulfate, and the resulting residue is purified by silica gel column chromatography (solvent; dichloromethane:methanol;=9:1) to give (5R)-5-carboxymethyl-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-benzazepine (108 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06096736 |
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| Source dataset | uspto-grants-2000_08 |
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| ORD ID | ord-e5c9740fac2a4717bd12972ee673e2bd |
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| Source note | uspto-grants-2000_08 |
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