HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → (1R,4R,5S) 4-[dihydro-2-oxo-3-(2H)-thienyl]-6,6-dimethyl-3-oxabicyclo-(3,1,0)-hexan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | (1R,3S) 3[(dihydro-2-oxo-3(2H)-thienyl)-hydroxymethyl]-2,2-dimethyl-cyclopropane-1-carboxylic acid | HCID 70534022 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | (1R,4R,5S) 4-[dihydro-2-oxo-3-(2H)-thienyl]-6,6-dimethyl-3-oxabicyclo-(3,1,0)-hexan-2-one | HCID 22824566 | — |
Reaction Steps
50 mg of p-toluene sulfonic acid were added to a solution of 6.2 g of the product of Step A in 70 ml of benzene and the mixture was refluxed for 90 minutes while removing the water of reaction by passing the condensed solvent through silica gel to obtain a solution of (1R,4R,5S) 4-[dihydro-2-oxo-3-(2H)-thienyl]-6,6-dimethyl-3-oxabicyclo-(3,1,0)-hexan-2-one which was used as is for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04412069 |
| Source dataset | uspto-grants-1983_10 |
| ORD ID | ord-18edd09d14fe41349a5002b082b1a115 |
| Source note | uspto-grants-1983_10 |