HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 4-((3-Bromothiophen-2-yl)methyl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 3-Bromothiophene-2-carboxaldehyde | HCID 2797079 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-((3-Bromothiophen-2-yl)methyl)morpholine | HCID 23437847 | 84.4% |
Reaction Steps
To a solution of 3-bromothiophene-2-carbaldehyde (500 mg, 2.62 mmol) and morpholine (0.68 mL, 7.85 mmol) and CH2Cl2 (10 mL) was added sodium triacetoxyborohydride (1.11 g, 5.24 mmol). The mixture was stirred at room temperature overnight. The resulting mixture was diluted with EtOAc (100 mL) and the organic layer was washed with brine then dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography (silica, 0-5% MeOH in CH2Cl2) to afford the sub-title compound (580 mg, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324264B1 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-5381ad921d964fcfabc70626713bb363 |
| Source note | uspto-grants-2012_12 |