HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 2-(Thiazol-2-ylmethoxy)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 66783731 | HCID 66783731 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(Thiazol-2-ylmethoxy)ethanol | HCID 45121684 | 87% |
Reaction Steps
A cooled (0° C.) sol. of (thiazol-2-ylmethoxy)acetic acid methyl ester (31.0 g, 165.6 mmol) in MeOH (830 mL) was treated portionwise with NaBH4 (31.0 g, 1.66 mol). The reaction mixture was allowed to warm to rt over 1 h. The mixture was then quenched with water, and extracted with CH2Cl2 (3×). The combined org. layers were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as an orange oil (22.9 g, 87%) that was not further purified. LC-MS: tR=0.44 min, ES+: 160.19.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138340B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-e6118091d65542f7b97b4240cc204a09 |
| Source note | uspto-grants-2012_03 |