Carbon Tetrachloride → HCID 178448039, compound

HRID 375780Notes

Reaction equation

HRID 375780 reaction equation
[FH:1].C(Cl)(Cl)(Cl)Cl.[CH2:7]([C@H:10]1[CH2:15][CH2:14][C@H:13]([C@H:16]2[CH2:21][CH2:20][C@H:19]([CH2:22][CH2:23][C:24]3[CH:29]=[C:28]([F:30])[C:27]([O:31][CH:32]([F:34])[F:33])=[C:26]([F:35])[CH:25]=3)[CH2:18][CH2:17]2)[CH2:12][CH2:11]1)[CH2:8][CH3:9]>>[CH2:7]([C@H:10]1[CH2:11][CH2:12][C@H:13]([C@H:16]2[CH2:17][CH2:18][C@H:19]([CH2:22][CH2:23][C:24]3[CH:25]=[C:26]([F:35])[C:27]([O:31][C:32]([F:1])([F:34])[F:33])=[C:28]([F:30])[CH:29]=3)[CH2:20][CH2:21]2)[CH2:14][CH2:15]1)[CH2:8][CH3:9]

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 14917Hydrofluoric AcidHCID 178448038HCID 178448038, compound

Product 1

HCID 178448039HCID 178448039, compound

Conditions

Temperature
0 °C

Procedure

2 mol of anhydrous hydrofluoric acid is poured into an autoclave which has been cooled to 0° C. A mixture of 0.18 mol of carbon tetrachloride and 0.06 mol of 1-[trans-4-(trans-4-n-propylhexyl)cyclohexyl]-2-(4-hydroxy- 3,5-difluorophenyl)ethane (Example 1) is then added. The mixture is stirred at 150° for about 8 hors, cooled, poured into ice water, and the autoclave is subsequently washed out with ether. The two phases are combined, stirred for about 30 minutes, separated, and the ether solution is washed with 5% KOH solution until it remains alkaline. The organic phase is dried, filtered, evaporated, and the residue is purified to give 1-[trans-4-(trans-4-n-propylcyclohexyl)cyclohexyl]-2-(4-trifluoromethoxy-3,5-difluorophenyl)ethane.

Workup

  1. additionis then added
  2. temperaturecooled
  3. washthe autoclave is subsequently washed out with ether
  4. stirringstirred for about 30 minutes
  5. customseparated
  6. washthe ether solution is washed with 5% KOH solution until it
  7. customThe organic phase is dried
  8. filtrationfiltered
  9. customevaporated
  10. customthe residue is purified

Sources & evidence

ORD record
ord-55b6691e75ad4121963a8a93f08027c2
Source dataset
uspto-grants-1996_01
Patent number
US05487845

Reaction notes

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