HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 10252039, compound → 3-(2-methoxy-4-methoxycarbonyl-benzyl)-1H-indole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 10252039 | HCID 10252039 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(2-methoxy-4-methoxycarbonyl-benzyl)-1H-indole-5-carboxylic acid | HCID 10337250 | 73% |
Reaction Steps
To a solution of 4-[5-benzoxycarbonyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methylester (3.46 grams, 8.06 mmol) in dimethylformamide (40 mL) and formic acid (2 mL) was added 10% palladium on carbon (1.5 grams). The resulting mixture was hydrogenated at 30 psi for 1.5 hours. The mixture was filtered through celite and the filtrate diluted with ethyl acetate. This solution was washed several times with 1 M hydrochloric acid (aq). The organics were then dried over magnesium sulfate and concentrated. Recrystallization from methylene chloride gave 3-(2-methoxy-4-methoxycarbonyl-benzyl)-1H-indole-5-carboxylic acid (1.97 grams, 73% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05965745 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-64322bc4749042dda6e38d1988468d9d |
| Source note | uspto-grants-1999_10 |