HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → [2-[4-[(5-Methyl-2-phenyl-4-thiazolyl)methoxy]benzyloxy]-3-pyridyl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2-[4-[(5-Methyl-2-phenyl-4-thiazolyl)methoxy]benzyloxy]nicotinaldehyde | HCID 86591564 | — |
| Solvent | Water | HCID 962 | — |
| Product | [2-[4-[(5-Methyl-2-phenyl-4-thiazolyl)methoxy]benzyloxy]-3-pyridyl]methanol | HCID 68884317 | 97.7% |
Reaction Steps
To a mixture of 2-[4-[(5-methyl-2-phenyl-4-thiazolyl)methoxy]benzyloxy]nicotinaldehyde (2.16 g), tetrahydrofuran (30 ml) and ethanol (30 mL) was added sodium borohydride (0.20 g) at 0° C., and the mixture was stirred at room temperature for 30 min. Water was added to the reaction mixture, and the precipitated solid was collected by filtration, and dried with air to give crystals (2.12 g, 97%) of [2-[4-[(5-methyl-2-phenyl-4-thiazolyl)methoxy]benzyloxy]-3-pyridyl]methanol. Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 111-112° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238716B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-f079222da14e42ccb73be0aec47dfa26 |
| Source note | uspto-grants-2007_07 |