Triethylamine → 3-Octynyl methanesulfonate

HRID 2249201Notes

Reaction equation

HRID 2249201 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH2:6]([OH:14])[CH2:7][C:8]#[C:9][CH2:10][CH2:11][CH2:12][CH3:13].C(N(CC)CC)C>C(Cl)Cl>[CH3:1][S:2]([O:14][CH2:6][CH2:7][C:8]#[C:9][CH2:10][CH2:11][CH2:12][CH3:13])(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 846943-Octyn-1-ol

Product 1

HCID 198257693-Octynyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7.47 g (65 mmol) of methanesulfonyl chloride are added dropwise within 30 minutes at 10° C. to a solution of 7.56 g (60 mmol) of 3-octyn-1-ol and 12.45 ml (90mmol) triethylamine in 225 ml of methylene chloride, and the mixture is stirred for one hour. The reaction solution is washed with water, saturated sodium bicarbonate solution and again with water, dried and concentrated.

Workup

  1. washThe reaction solution is washed with water, saturated sodium bicarbonate solution and again with water
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-0f481954d01c4d8e8abdad3e3fe46b42
Source dataset
uspto-grants-1991_08
Patent number
US05043346

Reaction notes

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