Sodium Hydroxide → 2-Bromo-1-(3,3-dimethylpiperidin-1-yl)ethanone

HRID 2423885Notes

Reaction equation

HRID 2423885 reaction equation
[CH3:1][C:2]1([CH3:8])[CH2:7][CH2:6][CH2:5][NH:4][CH2:3]1.[OH-].[Na+].[Br:11][CH2:12][C:13](Cl)=[O:14]>ClCCl>[Br:11][CH2:12][C:13]([N:4]1[CH2:5][CH2:6][CH2:7][C:2]([CH3:8])([CH3:1])[CH2:3]1)=[O:14]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 709423,3-DimethylpiperidineHCID 89602Bromoacetyl chloride

Product 1

HCID 233637862-Bromo-1-(3,3-dimethylpiperidin-1-yl)ethanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3,3-dimethylpiperidine (250 mg) in dichloromethane (3 ml) was added an aqueous solution of 5N sodium hydroxide (1.1 ml), bromoacetyl chloride (0.2 ml) was added dropwise thereto on an ice bath, and the solution was stirred for 1 hour at room temperature. The solution was extracted with diethyl ether, then sequentially washed with an aqueous solution of 10% citric acid and brine, dried over anhydrous magnesium sulfate, and then the solvent was evaporated in vacuo to provide the title compound (420 mg).

Workup

  1. additionwas added dropwise
  2. extractionThe solution was extracted with diethyl ether
  3. washsequentially washed with an aqueous solution of 10% citric acid and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-42bd96a8a0ff45118cff3338da7b1208
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

Loading…