HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(4-Hydroxy-3,5-di-isopropylphenyl)-2-p-tolyloxy-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium 4-methylphenolate | HCID 23676568 | — |
| Reactant | 2-Chloro-1-(4-hydroxy-3,5-di-isopropylphenyl)-ethanone | HCID 85890059 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-Hydroxy-3,5-di-isopropylphenyl)-2-p-tolyloxy-ethanone | HCID 57747228 | 36% |
Reaction Steps
To a solution of 4.47 g (30.6 mmol) of potassium 4-methylphenolate in 150 ml of dimethyl-formamide a solution of 3.90 g (15.3 mmol) of 2-chloro-1-(4-hydroxy-3,5-di-isopropylphenyl)-ethanone in 70 ml dimethylformamide is added at room temperature within a period of 100 minutes. After additional 2 hours of stirring at room temperature the pH is adjusted to 6-7 with 1 N HCl and the mixture is extracted with ethyl acetate. The collected organic phases are washed with water, dried and evaporated. Crystallization of the crude product from ethyl acetate/hexane gives 1.8 g of compound 105, m.p. 124-125° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820865B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-1397daaa6d5f4894b939af1dce66039d |
| Source note | uspto-grants-2010_10 |