HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → 4-((4-Bromothiazol-2-yl)methyl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 4-Bromothiazole-2-carboxaldehyde | HCID 2763187 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-((4-Bromothiazol-2-yl)methyl)morpholine | HCID 66723338 | 76% |
Reaction Steps
To a solution of 4-bromo-1,3-thiazole-2-carbaldehyde (192 mg, 1.0 mmol) in DCM (4.0 mL) was added morpholine (130 ul, 1.5 mmol) and 3 drops of AcOH. The mixture was stirred for 12 hr and then Na(OAc)3BH (0.335 g, 1.5 mmol) was added. After 6 hr. the mixture was quenched with Sat. NaHCO3 (4.0 mL) and brine (3.0 mL). The organic layer was separated and concentrated to give 200 mg of 4-[(4-bromo-1,3-thiazol-2-yl)methyl]morpholine (76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063071B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-13a9c272d5e9426b9d3ef3704f449d34 |
| Source note | uspto-grants-2011_11 |