Triethylamine → 2-Azidoethyl methanesulfonate

HRID 329371Notes

Reaction equation

HRID 329371 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[N:6]([CH2:9][CH2:10][OH:11])=[N+:7]=[N-:8].C(N(CC)CC)C>C(Cl)Cl>[CH3:1][S:2]([O:11][CH2:10][CH2:9][N:6]=[N+:7]=[N-:8])(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 1231182-Azidoethanol

Product 1

HCID 112751972-Azidoethyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of methanesulphonyl chloride (5.7 g) in methylene chloride (20 ml) was added dropwise to a stirred solution of 2-azidoethanol (4.3 g) and triethylamine (5.0 g) in methylene chloride (80 ml). After 2 hours stirring at room temperature the reaction mixture was washed with water, dried (MgSO4) and evaporated to dryness in vacuo to give the title compound as a yellow oil, yield 7 g, which was used directly without further purification.

Workup

  1. washwas washed with water
  2. dry with materialdried (MgSO4)
  3. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-1928a37b8ff24390842cd0a53558b944
Source dataset
uspto-grants-1990_01
Patent number
US04891372

Reaction notes

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