HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium borohydride → 2-(2,3-Dimethylphenoxy)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Ethyl [(2,3-dimethylphenyl)oxy]acetate | HCID 17065225 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2,3-Dimethylphenoxy)ethanol | HCID 19593729 | 78.2% |
Reaction Steps
To a solution of ethyl 2-(2,3-dimethylphenoxy)acetate (1.7 g, 8.16 mmol) in THF (50 mL) at 0° C. was added lithium borohydride (2 M in THF, 8.16 mL, 16.33 mmol) dropwise over a period of 10 min. At the conclusion of this period, the reaction mixture was slowly warmed to room temperature where it stirred for 16 h. After this time, the reaction mixture was quenched slowly with saturated NH4Cl, and the organic layer was separated, washed with water and brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo to afford the title compound (1.06 g, 78% yield). LCMS, [M+H]+=167.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062028B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-b17a3c56ef8a477eac5d4e1eee6c73a3 |
| Source note | uspto-grants-2015_06 |