HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → HCID 13391215, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2-(4'-Chlorobenzoyl)benzoic acid | HCID 66564 | — |
| Reactant | HCID 178418332 | HCID 178418332 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13391215 | HCID 13391215 | — |
Reaction Steps
Over a period of 30 minutes a solution of 130 g of 2-(4-chlorobenzoyl)benzoic acid in 300 ml of anhydrous tetrahydrofuran was added drop-wise under nitrogen to 900 ml of a stirred 3M solution of methylmagnesium chloride in anhydrous tetrahydrofuran. After the addition the reaction mixture was kept at reflux temperature for 1 hour. Afterwards it was cooled in an ice bath to room temperature and 1 L of an aqueous 2N sulfuric acid solution was added slowly, followed by 600 ml of toluene. The organic layer was separated and washed with brine, dried and evaporated in vacuo. Bulb to bulb destination (0.1 mm Hg/160° C.) afforded 60 g of 3-(4-chlorophenyl)-3-methyl-1(3H)-isobenzofuranone as a yellow oil. M.S. (C.I.) (M/Z): 260 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05994366 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-633c91bf3c3b452c902db65abb5cb20d |
| Source note | uspto-grants-1999_11 |