HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → (R)-3-(2-Methylbenzamido)-2,3-dihydro-1H-indene-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | (R)-Methyl 3-(2-methylbenzamido)-2,3-dihydro-1H-indene-5-carboxylate | HCID 59505253 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | (R)-3-(2-Methylbenzamido)-2,3-dihydro-1H-indene-5-carboxylic acid | HCID 59505670 | 88% |
Reaction Steps
KOH (1 mol/laq) (2 eq.) was added to a suspension of (R)-methyl 3-(2-methylbenzamido)-2,3-dihydro-1H-indene-5-carboxylate (B-09) (0.61 mmol, 1 eq.) in a mixture of ethanol (3.6 ml) and water (0.8 ml). The reaction mixture was stirred at room temperature overnight. Ethanol was removed in vacuo and the aqueous residue was diluted with diethyl ether and dist. water. The phases were separated and the aqueous phase was acidified with 1N HCl to pH 3 and then extracted 4× with ethyl acetate. The combined organics were dried over sodium sulfate and concentrated in vacuo to yield the desired product (E-09). Yield: 88%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455475B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-1c2f1c271dcc4bc695537e67ac02132f |
| Source note | uspto-grants-2013_06 |