HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 45484114, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | HCID 46945388 | HCID 46945388 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 45484114 | HCID 45484114 | 70% |
Reaction Conditions
| Temperature | -50 °C |
|---|
Reaction Steps
To the solution of 2-biphenyl-4-yl-1H-benzoimidazole-4-carboxylic acid (0.35 g, 1.1 mmol) in THF (20 mL) was added N-methyl morpholine (0.2 mL, 1.6 mmol) and the mixture was cooled to −50° C. Isobutyl chloroformate (0.22 mL, 1.6 mmol) was then added drop wise, the reaction mixture was warmed to −10° C. and stirred for 2 h. The reaction mixture was again cooled to −50° C. and purged with ammonia gas for 10 minutes. Reaction mixture warmed to room temperature and stirred for 1 hour. TLC showed completion of the reaction. The crude mixture was filtered and the filtrate concentrated. The resulting residue was stirred with hexane and the free solid formed filtered and dried to obtain title compound (0.24 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006454B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-13aa85332b56458fb3e61b5f5efcaf36 |
| Source note | uspto-grants-2015_04 |