Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 70495900 | HCID 70495900 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Lithium Hydroxide | HCID 3939 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 70496057 | HCID 70496057 | 50% |
Reaction Steps
A mixture of 2-(3-methoxycarbonyl-phenyl)-4,4-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester (2.5 g, 6.8 mmol) in tetrahydrofuran (20 mL), 2M lithium hydroxide in water (10 mL) was stirred for 4 h at 25° C. The mixture was neutralized with a 2 N aqueous hydrochloric acid solution, diluted with ethyl acetate (100 mL), washed with water, dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 2-(3-carboxy-phenyl)-4,4-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester (1.2 g, 50%) as a light white solid which was used for next step without further purification: MS (ESI) M+1=354.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08809369B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-f7b243581cda4f27889cf4110639d2c7 |
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| Source note | uspto-grants-2014_08 |
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