HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → [1-(1-(p-Bromobenzyl)-5-methoxy-2-methylindol-3-yl)cyclopropyl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl [1-(1-(p-bromobenzyl)-5-methoxy-2-methylindol-3-yl)cyclopropyl]acetate | HCID 53800337 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethylether hexane | HCID 21584099 | — |
| Product | [1-(1-(p-Bromobenzyl)-5-methoxy-2-methylindol-3-yl)cyclopropyl]acetic acid | HCID 19041685 | 78% |
Reaction Steps
To the methyl ester from Step 7 (1.63 g, 3.68 mmol) in 20 mL of methanol was added 5 mL of 2N NaOH, and the mixture was heated to reflux for 2 h then cooled. The reaction mixture was partitioned between ethyl acetate and 1M HCl. The organic layer was washed with brine, dried over MgSO4 and evaporated to give a solid. This material was swished twice in 15% ether/hexane to provide 1.23 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05604253 |
| Source dataset | uspto-grants-1997_02 |
| ORD ID | ord-2cfd5522bbad4582b830604fd9c9f0e7 |
| Source note | uspto-grants-1997_02 |