Hydrochloric Acid → HCID 21274988, compound

HRID 1382645Notes

Reaction equation

HRID 1382645 reaction equation
[Cl-].[Cl-].[Cl-].[Al+3].Br[CH:6]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)[CH:7]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)[C:8]([F:11])([F:10])[F:9].Cl>C1(OC)C=CC=CC=1>[F:26][C:23]1[CH:24]=[CH:25][C:20]([CH:6]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[CH:7]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[C:8]([F:11])([F:10])[F:9])=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 21274950HCID 21274950, compound

Product 1

HCID 21274988HCID 21274988, compoundYield 114.1%

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

20 g (0.15 moles) of anhydrous aluminium trichloride are added to a solution of 56.6 g (0.15 moles) of 1-bromo-3,3,3-trifluoro-1-(4-fluorophenyl)-2-(4-methoxyphenyl)-propane, prepared as described in Example 19, in 570 ml of anisol at 6° C. under stirring. The reaction mixture is allowed to stand at room temperature overnight, then it is poured into a mixture of 600 g of crushed ice and 100 ml of a 36% aqueous hydrochloric acid, and the resulting mixture is extracted with 500 ml of chloroform. The organic solution is washed with aqueous sodium hydrocarbonate solution and water, dried, and the solvent is evaporated. The dry residue is crystallized from 240 ml of isopropanol to obtain 34.6 g (57%) of 1-(4-fluorophenyl)-3,3,3-trifluoro-1,2-bis (4-methoxyphenyl)-propane; m.p.: 132°-135° C.

Workup

  1. customprepared
  2. extractionthe resulting mixture is extracted with 500 ml of chloroform
  3. washThe organic solution is washed with aqueous sodium hydrocarbonate solution and water
  4. customdried
  5. customthe solvent is evaporated
  6. customThe dry residue is crystallized from 240 ml of isopropanol

Sources & evidence

ORD record
ord-42f63e8b6612431784e66dae76808048
Source dataset
uspto-grants-1989_02
Patent number
US04806685

Reaction notes

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