HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-(8-Cyclopropylmethoxy-1,4-dioxaspiro[4.5]dec-8-yl)-4-phenylthiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 59442588 | HCID 59442588 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(8-Cyclopropylmethoxy-1,4-dioxaspiro[4.5]dec-8-yl)-4-phenylthiazole | HCID 59442510 | 88.6% |
Reaction Steps
8.0 g of 8-(4-phenylthiazol-2-yl)-1,4-dioxa-spiro[4.5]decan-8-ol were dissolved in 100 ml of anhydrous DMF and treated with 1.1 g of sodium hydride. The mixture was stirred at room temperature for 15 min, then 6.0 g of bromomethylcyclopropane were added. The mixture was stirred at room temperature for 18 h, then poured onto 400 ml of a saturated aqueous sodium hydrogencarbonate solution and extracted three times with 300 ml each of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. 8.3 g of the title compound were obtained as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076324B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-b5f3632f963440fc8df765fcd68e8ea2 |
| Source note | uspto-grants-2011_12 |