HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[3-[4-(2-naphthamido)benzyl]-2-ethyl-1H-indol-1-yl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | ethyl 2-[3-[4-(2-naphthamido)benzyl]-2-ethyl-1H-indol-1-yl]acetate | HCID 89590278 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[3-[4-(2-naphthamido)benzyl]-2-ethyl-1H-indol-1-yl]acetic acid | HCID 71571714 | 75.2% |
Reaction Steps
Into a dry reaction vessel, ethyl 2-[3-[4-(2-naphthamido)benzyl]-2-ethyl-1H-indol-1-yl]acetate (340 mg, 0.69 mmol), lithium hydroxide monohydrate (117 mg, 2.79 mmol), 5 mL tetrahydrofuran, 5 mL water were weighed, and stirred at room temperature for 2 h. The reaction was monitored to be complete by TLC, the system was added 10 mL water, and adjusted to pH=5 with 2 N HCl solution. A solid precipitated, it was pumping filtered, washed with dichloromethane to obtain the product as a light yellow solid 240 mg, at a yield of 75.2%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233098B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-b5f166ca5e044c97998f0913f39af218 |
| Source note | uspto-grants-2016_01 |