HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 43518238, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 27815831 | HCID 27815831 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 43518238 | HCID 43518238 | 89.1% |
Reaction Steps
The coupled product 30 (12.00 g, 44.73 mmol) was reduced with sodium hydrosulfite (30.47 g, 175.00 mmol) in a mixture of THF (75 mL), water (100 mL), and dioxane (45 mL). After the reaction is complete, volatile organic solvents were removed in vacuo and the precipitate in the remaining water was collected via vacuum filtration to afford compound 31 as a white solid (9.50 g, 89.0% yield, 99.5% pure). 1H NMR (500 MHz, DMSO-d6): δ 7.19 (d, J=8 Hz, 1H), 7.07 (d, J=2 Hz, 1H), 6.94 (d, J=8 Hz, 1H), 6.86 (dd, J1=8 Hz, J2=2 Hz, 1H), 6.74 (s, 1H), 6.45 (d, J=8 Hz, 1H), 5.52 (s, 2H), 2.23 (s, 3H), 2.08 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669247B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-2a9126ef3c744c9a838e9ad8bee9eddc |
| Source note | uspto-grants-2014_03 |