Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 70495644 | HCID 70495644 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 70497561 | HCID 70497561 | 67.7% |
Reaction Steps
A mixture of 2-(3-cyano-phenyl)-4,4-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester (3.0 g, 7.96 mmol), sodium hydroxide (1.8 g, 44.9 mmol), water (15 mL) in acetonitrile (30 mL) was stirred at 60° C. for 4 h. The mixture was neutralized with a 3 mol/L aqueous hydrochloric acid solution and extracted with ethyl acetate (2×50 mL), washed with water, dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 2-(3-cyano-phenyl)-4,4-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (1.65 g, 60%) as a white solid which was used for next step without further purification: MS (ESI) M+1=307.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08809369B2 |
|---|
| Source dataset | uspto-grants-2014_08 |
|---|
| ORD ID | ord-d9c6d477313c4401a52d91e6a2478144 |
|---|
| Source note | uspto-grants-2014_08 |
|---|