Triethylamine → 3,3-Dimethylbutyl methanesulfonate

HRID 1416164Notes

Reaction equation

HRID 1416164 reaction equation
[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH2:4][OH:5].C(N(CC)CC)C.[CH3:15][S:16](Cl)(=[O:18])=[O:17]>ClCCl>[CH3:15][S:16]([O:5][CH2:4][CH2:3][C:2]([CH3:7])([CH3:6])[CH3:1])(=[O:18])=[O:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 122333,3-Dimethyl-1-butanolHCID 31297Methanesulfonyl chloride

Product 1

HCID 190394593,3-Dimethylbutyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3,3-dimethyl-1-butanol (2 ml) in dichloromethane (48 ml), under nitrogen, was added triethylamine (4.64 ml) and the resulting solution cooled to 0/C. Methanesulphonylchloride (1.28 ml) was then added dropwise via syringe and stirring continued for 18 h as the reaction warmed to room temperature. The reaction was then concentrated onto silica and purified by flash chromatography to give the title compound as a yellow oil.

Workup

  1. temperaturethe resulting solution cooled to 0/C
  2. concentrationThe reaction was then concentrated onto silica
  3. custompurified by flash chromatography

Sources & evidence

ORD record
ord-e27acd651a474426b355d3f6d72b6602
Source dataset
uspto-grants-1999_06
Patent number
US05912252

Reaction notes

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