2-(Dimethylamino)ethanol → HCID 2817340, compound

HRID 550958Notes

Reaction equation

HRID 550958 reaction equation
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4]O.C(N(CC)CC)C.[CH3:14][S:15](Cl)(=[O:17])=[O:16]>C(Cl)Cl>[CH3:1][N:2]([CH2:3][CH2:4][S:15]([CH3:14])(=[O:17])=[O:16])[CH3:6]

Participants

5

Reactant 3

HCID 79022-(Dimethylamino)ethanolHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 2817340HCID 2817340, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of N,N-dimethylethanolamine (890 mg, 10 mmol) and triethylamine (1520 mg, 15 mmol) in anhydrous CH2Cl2, kept under nitrogen atmosphere, at 0° C., methansulphonyl chloride (1220 mg, 11 mmol) was added. The mixture was kept under stirring and at 0° C. for 1 hour, and then concentrated by evaporation. The residue was dissolved in CH2Cl2, washed with Na2CO3 saturated solution and with deionized water. The organic phase was dried under Na2SO4 and the solvent removed by evaporation. The product was used as obtained, without purification, for the following step b) (1330 mg, yield 80%).

Workup

  1. customkept under nitrogen atmosphere, at 0° C.
  2. concentrationconcentrated by evaporation
  3. dissolutionThe residue was dissolved in CH2Cl2
  4. washwashed with Na2CO3 saturated solution and with deionized water
  5. customThe organic phase was dried under Na2SO4
  6. customthe solvent removed by evaporation
  7. customas obtained, without purification, for the following step b) (1330 mg, yield 80%)

Sources & evidence

ORD record
ord-d50bc19280ea42fd9a58896a504142d3
Source dataset
uspto-grants-2011_05
Patent number
US07947674B2

Reaction notes

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