HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[(1-methyl-1H-benzimidazol-2-yl)oxy]aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N-(diphenylmethylidene)-4-[(1-methyl-1H-benzimidazol-2-yl)oxy]aniline | HCID 58577298 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[(1-methyl-1H-benzimidazol-2-yl)oxy]aniline | HCID 21563677 | 91.6% |
Reaction Steps
To a suspension of N-(diphenylmethylidene)-4-[(1-methyl-1H-benzimidazol-2-yl)oxy]aniline (810 mg) in THF (10 mL) was added 1 N HCl aq (10 mL) at room temperature, and the mixture was stirred at room temperature for 1 h. The mixture was neutralized with sat. NaHCO3 aq. and extracted with AcOEt. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 5%-100% AcOEt in hexane) to give 4-[(1-methyl-1H-benzimidazol-2-yl)oxy]aniline (440 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09226921B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-fed73f7ffc6f484f8fbbfe9462cb60f4 |
| Source note | uspto-grants-2016_01 |