Piperidine → Methyl 3-(piperidin-1-ylmethyl)benzoate

HRID 2058701Notes

Reaction equation

HRID 2058701 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=1)[C:12]([O:14][CH3:15])=[O:13]>C1(C)C=CC=CC=1>[N:1]1([CH2:8][C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=2)[C:12]([O:14][CH3:15])=[O:13])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 517981Methyl 3-(bromomethyl)benzoate

Product 1

HCID 7162043Methyl 3-(piperidin-1-ylmethyl)benzoate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of piperidine (25 ml) and 3-(bromomethyl)benzoic acid, methyl ester (20 g) in toluene (600 ml) was stirred at room temperature for 4 h. The white precipitate was removed by filtration and the filtrate was distilled to give the title compound as a colourless oil (17.56 g) b.p. 110° (10-1 mm). TLC silica; ether; Rf 0.7.

Workup

  1. customThe white precipitate was removed by filtration
  2. distillationthe filtrate was distilled

Sources & evidence

ORD record
ord-ee41358db8ab4198a2943db2b0fdebdb
Source dataset
uspto-grants-1982_03
Patent number
US04318913

Reaction notes

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