1-Methyl-4-piperidinemethanol → Oxo-thiophen-2-yl-acetic acid 1-methyl-piperidin-4-ylmethyl ester

HRID 551374Notes

Reaction equation

HRID 551374 reaction equation
[O:1]=[C:2]([C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)[C:3](Cl)=[O:4].[CH3:11][N:12]1[CH2:17][CH2:16][CH:15]([CH2:18][OH:19])[CH2:14][CH2:13]1>C(Cl)(Cl)Cl>[CH3:11][N:12]1[CH2:17][CH2:16][CH:15]([CH2:18][O:19][C:3](=[O:4])[C:2](=[O:1])[C:6]2[S:7][CH:8]=[CH:9][CH:10]=2)[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 2719711-Methyl-4-piperidinemethanolHCID 117451372-Chloro-1-(2-thienyl)-2-oxo-1-ethanone

Product 1

HCID 67197151Oxo-thiophen-2-yl-acetic acid 1-methyl-piperidin-4-ylmethyl ester

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of oxo-thiophen-2-yl-acetyl chloride (31.5 mmol) at 0 to 5° C. in chloroform (60 ml) is added a solution of (1-Methyl-piperidin-4-yl)-methanol (4.07 g, 31.5 mmol) in chloroform (60 ml), dropwise maintaining the temperature below 5° C. The resulting mixture is stirred for 2 hours at room temperature. Washing with 10% potassium carbonate solution, water and then drying over magnesium sulphate, filtration and evaporation gives the title compound.

Workup

  1. temperaturedropwise maintaining the temperature below 5° C
  2. washWashing with 10% potassium carbonate solution, water
  3. dry with materialdrying over magnesium sulphate, filtration and evaporation

Sources & evidence

ORD record
ord-6f24278c3974476eabda72f1179b1dc9
Source dataset
uspto-grants-2011_05
Patent number
US07947730B2

Reaction notes

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