HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → HCID 15838160, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | 3-Acetoxy-7alpha-(5-acetoxypentyl)-estra-1,3,5(10)-trien-17-one | HCID 15838159 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15838160 | HCID 15838160 | — |
Reaction Steps
A solution of 63.9 g of 3-acetoxy-7α-(5-acetoxypentyl)-estra-1,3,5(10)-trien-17-one in 460 ml of dichloromethane is stirred with 460 ml of ethylene glycol, 155 ml of trimethyl orthoformate and 1.2 g of para-toluenesulfonic acid for 3 hours at a bath temperature of 50° C. Then, it is diluted with dichloromethane, washed with sodium bicarbonate and common salt solution and dried on sodium sulfate, concentrated by evaporation in a vacuum and chromatographed on silica gel with hexane/ethyl acetate. 63.2 g of 3-acetoxy-7α-(5-acetoxypentyl)- 17,17-ethylenedioxy-estra- 1,3,5(10)-triene is obtained as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06271403B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-fdffdefccd824286afc18daa9593f3ac |
| Source note | uspto-grants-2001_08 |