HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 9,9,10,10,10-Pentafluorodecan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N,N-Dimethylaniline | HCID 949 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 1-Benzyloxy-9,9,10,10,10-pentafluorodecane | HCID 23497174 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 9,9,10,10,10-Pentafluorodecan-1-ol | HCID 23497171 | 40.9% |
Reaction Steps
26 g of 1-benzyloxy-9,9,10,10,10-pentafluoro-decane is dissolved in 1000 ml of absolute methylene chloride, mixed with 28.9 ml of N,N-dimethylaniline at 0° C. and stirred for 5 minutes. Then, 41.1 g of aluminum trichloride is added in portions, and the reaction mixture is heated for 45 minutes to 50° C. For working-up, the batch is allowed to come to room temperature, it is stirred into 2N hydrochloric acid, extracted 3 times with methylene chloride, the organic phase is washed with common salt solution, dried on magnesium sulfate and concentrated by evaporation in a vacuum. The crude product is chromatographed on silica gel with a hexane-ethyl acetate gradient. 7.8 g of 9,9,10,10,10-pentafluoro-decan-1-ol is obtained as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06780855B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-7aec45e5edc446fd9160f696f21fd1f4 |
| Source note | uspto-grants-2004_08 |