HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 3-(1H-Imidazol-5-Yl)Propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 1H-Imidazole-5-propanoic acid | HCID 70630 | — |
| Product | Methyl 3-(1H-Imidazol-5-Yl)Propanoate | HCID 565491 | 100% |
Reaction Steps
Add thionyl chloride (0.75 mL) to a −78° C. solution of 3-(1H-imidazol-5-yl)propanoic acid (2.0 g; 1.0 equiv; 14.27 mmoles) in methanol (18 mL). Allow the reaction mixture to warm to ambient temperature and stir for 30 minutes. Add saturated sodium bicarbonate (10 mL) to the reaction mixture and concentrate. Suspended the resulting residue in methanol (10 mL) and filter, then concentrate to afford methyl 3-(1H-imidazol-5-yl)propanoate (2.2 g; 100%) as a white solid: MS (m/z): 155(M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969555B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-ccf8d6c040c248cea7fba67c38a2a160 |
| Source note | uspto-grants-2015_03 |