HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(5-Fluoro-2-methoxy-phenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Hydroxy-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-trifluoromethyl-pentanol | HCID 21948928 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(5-Fluoro-2-methoxy-phenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal | HCID 11573122 | — |
Reaction Steps
1.5 g (4.8 mmol) of 4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-trifluoromethylpentane-1,2-diol and 3.4 ml (24.4 mmol) of triethylamine in 17 ml of DMSO and 53 ml of CH2Cl2 are mixed at 10° C. in portions with 3 g (18.9 mmol) of pyridine-sulfur trioxide complex. After 3 hours at 12-18° C., it is hydrolyzed while being cooled with ice with saturated NH4Cl solution, and it is extracted with ethyl acetate. The combined extracts are dried (Na2SO4) and concentrated by evaporation: 1.57 g of the product as a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07329753B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-a6d0838dd5e640e0a78de14a0523faeb |
| Source note | uspto-grants-2008_02 |