HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(4-Butoxy-2,3-difluorophenyl)-4'-propylbicyclohexyl-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Butoxy-2,3-Difluorobenzene | HCID 2782939 | — |
| Reactant | [1,1'-Bicyclohexyl]-4-one,4'-propyl-, | HCID 4354185 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-Butoxy-2,3-difluorophenyl)-4'-propylbicyclohexyl-4-ol | HCID 58991885 | — |
Reaction Steps
31.0 g (0.17 mol) of 1-butoxy-2,3-difluorobenzene are initially introduced in 200 ml of THF, and 100 ml (0.16 mol) of n-BuLi (15% soln. in hexane) are added at −70° C. After 2 h at this temperature, a solution of 35.6 g (0.16 mol) of 4′-propylbicyclohexyl-4-one in 200 ml of THF is metered in, and the batch is stirred for 2.5 h. The reaction mixture is hydrolysed with ice-cooling and acidified using 2 N HCl. The solution is extracted with MTBE, and the combined organic phases are washed with sat. sodium chloride solution and dried using sodium sulfate. The solution is concentrated to dryness, and the crude product (66.3 g of yellow solid) is used directly for the following reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07417157B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-16d624de9cda4318a0367a9c6529983c |
| Source note | uspto-grants-2008_08 |