Hydrochloric Acid → HCID 20187827, compound

HRID 2418264Notes

Reaction equation

HRID 2418264 reaction equation
C(OCC)C.[F:6][C:7]([F:31])([F:30])[C:8]1[CH:9]=[C:10]([C:14]2[CH2:15][CH2:16][N:17]([C:20](=O)[CH2:21][CH2:22][CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[CH2:18][CH:19]=2)[CH:11]=[CH:12][CH:13]=1.[ClH:32]>O>[ClH:32].[F:31][C:7]([F:6])([F:30])[C:8]1[CH:9]=[C:10]([C:14]2[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[CH2:16][CH:15]=2)[CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2×HCID 20187832HCID 20187832, compound

Product 1

HCID 20187827HCID 20187827, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 0.152 mole of LiAlH(OCH3)3 and 60 ml of anhydrous diethyl ether at room temperature 0.038 mole of 4-(3-trifluoromethylphenyl)-1-(3-cyclohexylpropionyl)-1,2,3,6-tetrahydropyridine and 50 ml of anhydrous diethyl ether are added in 30 minutes. The product is left for 2 hours with stirring at room temperature, then water is added, the ethereal phase is decanted, dried over anhydrous sodium sulfate and the solvent is evaporated under reduced pressure. The oily residue, constituted by 4-(3-trifluoromethylphenyl)-1-(3-cyclohexylpropyl)-1,2,3,6-tetrahydropyridine base, is dissolved in isopropanol and the solution thus obtained is acidified with hydrogen chloride. In this way is obtained the 4-(3-trifluoromethylphenyl)-1-(3-cyclohexylpropyl)-1,2,3,6-tetrahydropyridine hydrochloride which, after crystallization from acetone, melts at 219°-222° C.

Workup

  1. additionare added in 30 minutes
  2. customthe ethereal phase is decanted
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent is evaporated under reduced pressure
  5. dissolutionis dissolved in isopropanol
  6. customthe solution thus obtained

Sources & evidence

ORD record
ord-7638e7f1ef8743b28fa27e358f834d1e
Source dataset
uspto-grants-1984_09
Patent number
US04472408

Reaction notes

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