Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 19013342 | HCID 19013342 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 19013340 | HCID 19013340 | 88% |
Reaction Steps
To 20 ml of a solution containing 2.70 g of 3-(4-tert-butylphenyl)-7-isopropyl-2-methyl-1-oxo-1,2,3,4-tetrahydroisoquinoline- 4-carboxylic acid (mixture of diastereomers) in dimethylsulfoxide, 1.10 g of sodium carbonate was added and the resulting mixture was heated at 150° C. for 12 hours. After the reaction, the solvent was evaporated under reduced pressure and 200 ml of water was added thereto. The resultant was extracted with ethyl acetate (50 ml×3) The organiclayers were combined and washed with saturated aqueous sodium chloride solution and the resultant was dried over anhydrous magnesium sulfate. After evaporating the solvent under reduced pressure, the residue was purified by column chromatography on silica gel (hexane/ethyl acetate=5/1 v/v) to obtain 2.10 g of 3-(4-tertbutylphenyl)-7-isopropyl-2-methyl-l,2,3,4-tetrahydroisoquinoline-1-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05330991 |
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| Source dataset | uspto-grants-1994_07 |
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| ORD ID | ord-6690e4e233b04273a1556d42de26523c |
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| Source note | uspto-grants-1994_07 |
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