HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2,3-Dihydro-1,4-benzodioxin-6-yl)ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,4-Benzodioxan-6-ylacetic acid | HCID 87020 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2,3-Dihydro-1,4-benzodioxin-6-yl)ethan-1-ol | HCID 19746808 | 99% |
Reaction Steps
BH3.THF (44 mL, 44 mmol, 1 M/THF) was added to a 0° C. solution of 2-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)acetic acid (3.419 g, 17.6 mmol) in THF (8.8 mL). The reaction was allowed to warm to room temperature and after 2 h, 20 mL H2O was added slowly by syringe. The resulting mixture was extracted with ethyl acetate, the organic portion was washed with brine, and then was dried (Na2SO4), filtered and evaporated. Purification by flash chromatography (ethyl acetate/hexanes) gave the title compound (3.059 g, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394273B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-cc51561050704db3ba33c61cfc045b75 |
| Source note | uspto-grants-2016_07 |