Benzoyl chloride → HCID 18919791, compound

HRID 1291130Notes

Reaction equation

HRID 1291130 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([OH:12])[CH2:8][CH2:7]1.C(N(CC)CC)C.[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C1(C)C=CC=CC=1>[C:23]([O:12][CH:9]1[CH2:8][CH2:7][N:6]([CH2:5][C:4]2[CH:13]=[CH:14][CH:15]=[C:2]([Br:1])[CH:3]=2)[CH2:11][CH2:10]1)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 765218184921-06-0

Product 1

HCID 18919791HCID 18919791, compoundYield 53.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.108 g (0.0004 mol) of 1-(3-bromo-benzyl)-piperidin-4-ol and 0.12 ml (0.00085 mol) of triethylamine were dissolved in 4 ml of toluene, treated with 0.058 ml (0.0005 mol) of benzoyl chloride and boiled at reflux for 18 hrs. The reaction mixture was concentrated and the residue was chromatographed over silica gel with ethyl acetate/hexane (1:1). 0.08 g (53.5%) of 1-(3-bromo-benzyl)-piperidin-4-yl benzoate was obtained as a colorless oil.

Workup

  1. temperatureat reflux for 18 hrs
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was chromatographed over silica gel with ethyl acetate/hexane (1:1)

Sources & evidence

ORD record
ord-479940763c47430c95c8a6d27e992c01
Source dataset
uspto-grants-1998_05
Patent number
US05753679

Reaction notes

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