(+-)-2-Undecanol → 2-Methanesulfonyloxyundecane

HRID 974747

Reaction equation

HRID 974747 reaction equation
[CH3:1][S:2]([O:5][CH:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH3:7])(=[O:4])=[O:3].[CH3:16]C(O)CCCCCCCCC.CS(Cl)(=O)=O.C(N(C(C)C)CC)(C)C>C(Cl)Cl>[CH3:1][S:2]([O:5][CH:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH3:7])(=[O:4])=[O:3]

Participants

6

Reactant 4

HCID 15448(+-)-2-UndecanolHCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 14916009Decan-2-yl methanesulfonate

Product 1

HCID 153433162-MethanesulfonyloxyundecaneYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Methanesulfonyloxyundecane was prepared as described for 2-methanesulfonyloxydecane from 2-undecanol (30.0 ml, 144 mmol), methanesulfonylchloride (15.5 ml, 200 mmol) and diisopropylethylamine (30.8 ml, 177 mmol) in dry CH2Cl2 (240 ml). After stirring for 3.5 hrs, the reaction was processed as previously stated but at 4 times the volumes to provide 2-methanesulfonyloxyundecane (31.35 g, 95%).

Workup

  1. custom2-Methanesulfonyloxyundecane was prepared

Sources & evidence

ORD record
ord-e760b6f38c9740d590c8e4d5a0c20c38
Source dataset
uspto-grants-1997_03
Patent number
US05607660

Linked notes

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