4-Piperidinol, 1-benzyl-4-phenyl- → HCID 67059915, compound

HRID 238263Notes

Reaction equation

HRID 238263 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(S(F)(F)[F:27])CC)C>C(Cl)Cl>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([F:27])([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 973334-Piperidinol, 1-benzyl-4-phenyl-HCID 123472(Diethylamino)sulfur trifluoride

Product 1

HCID 67059915HCID 67059915, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1-Benzyl-4-phenyl-piperidin-4-ol (0.45 g, 1.69 mmol) in DCM (20 mL) was cooled to −78° C. Diethylaminosulphur trifluoride (2 mmol) was added and the mixture stirred for 0.5 hour and allowed to warm to room temperature. The mixture was diluted with DCM and washed with water, dried over magnesium sulphate, filtered and the solvent removed by evaporation under vacuum. The oil was used without further purification. LCMS m/z 270.3 [M+H]+. R.T.=2.87 min (Analytical Method 4).

Workup

  1. washwashed with water
  2. dry with materialdried over magnesium sulphate
  3. filtrationfiltered
  4. customthe solvent removed by evaporation under vacuum
  5. customThe oil was used without further purification
  6. customR.T.=2.87 min (Analytical Method 4)

Sources & evidence

ORD record
ord-5fd7efab967140058d5ebccc02aa28da
Source dataset
uspto-grants-2014_02
Patent number
US08642621B2

Reaction notes

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