alpha,alpha-Diphenyl-4-piperidineethanol → HCID 13754500, compound

HRID 1249565Notes

Reaction equation

HRID 1249565 reaction equation
[C:1]1([C:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(O)[CH2:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>FC(F)(F)C(O)=O>[C:1]1([C:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:8][CH:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 13754497alpha,alpha-Diphenyl-4-piperidineethanol

Product 1

HCID 13754500HCID 13754500, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The title compound was prepared by dissolving 20 g of alpha,alpha-diphenyl-4-piperidineethanol in 40 mL of anhydrous trifluoroacetic acid and stirring for 15 minutes. The volatiles were removed under vacuum and the residue was partitioned between toluene and 2N sodium hydroxide solution. The organic layers were dried over sodium sulfate, evaporated, and the residue was crystallized from hexane to give 17.2 g (92%) of 4-(2,2-diphenylethenyl)piperidine, mp 98°-99° C. Anal. Calcd for C19H21N: C, 86.65; H, 8,.04; N, 5.32. Found: C, 86.35; H, 7.97; N, 5.26.

Workup

  1. customThe title compound was prepared
  2. customThe volatiles were removed under vacuum
  3. customthe residue was partitioned between toluene and 2N sodium hydroxide solution
  4. dry with materialThe organic layers were dried over sodium sulfate
  5. customevaporated
  6. customthe residue was crystallized from hexane

Sources & evidence

ORD record
ord-f51470da66eb4c81ad5361f4ed5153f9
Source dataset
uspto-grants-1986_12
Patent number
US04632925

Reaction notes

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