2-Methoxyethylamine → HCID 19681766, compound

HRID 1828877Notes

Reaction equation

HRID 1828877 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].C(N(CC)CC)C.[CH2:13]([S:17](Cl)(=[O:19])=[O:18])[CH2:14][CH2:15][CH3:16]>C(Cl)Cl>[CH2:13]([S:17]([NH:5][CH2:4][CH2:3][O:2][CH3:1])(=[O:19])=[O:18])[CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 80182-MethoxyethylamineHCID 8471TriethylamineHCID 754301-Butanesulfonyl chloride

Product 1

HCID 19681766HCID 19681766, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.4 ml of 2-methoxyethylamine (5.5 g, 73.7 mmol) and 10.2 ml of triethylamine (7.4 g, 73.7 mmol) were dissolved at room temperature in 72 ml of methylene chloride. Likewise at room temperature 9.6 ml of n-butanesulfonyl chloride (11.5 g, 73.7 mmol) were added dropwise to this solution over the course of one hour. After 1 h of stirring at room temperature the reaction mixture was washed twice with 100 ml of water. The organic phase was dried over magnesium sulphate, the methylene chloride was distilled off and the oily residue which remained was dried in vacuo. This gave 12.4 g of the target compound, whose constitution was verified by NMR spectroscopy.

Workup

  1. washwas washed twice with 100 ml of water
  2. dry with materialThe organic phase was dried over magnesium sulphate
  3. distillationthe methylene chloride was distilled off
  4. customthe oily residue which remained was dried in vacuo

Sources & evidence

ORD record
ord-783d6fca15ad4d929edbf99519416a9d
Source dataset
uspto-grants-2006_06
Patent number
US07060817B2

Reaction notes

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