Triethylamine → 1,4-Dioxaspiro(4.5)decan-8-yl methanesulfonate

HRID 1095140Notes

Reaction equation

HRID 1095140 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([OH:11])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[CH3:12][S:13](Cl)(=[O:15])=[O:14].C(N(CC)CC)C>ClCCl>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([O:11][S:13]([CH3:12])(=[O:15])=[O:14])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 5673521,4-Dioxaspiro(4.5)decan-8-ol

Product 1

HCID 149667411,4-Dioxaspiro(4.5)decan-8-yl methanesulfonateYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a manner similar to the method described in example 32a, 1,4-dioxa-spiro[4.5]decan-8-ol (5.1 g, 32 mmol) (Alfa) was reacted with methanesulfonyl chloride (3.7 g, 32 mmol, Aldrich) and triethylamine in dichloromethane to give methanesulfonic acid 1,4-dioxa-spiro[4.5]dec-8-yl ester as a light yellow oil (Yield 6.8 g, 90%).

Sources & evidence

ORD record
ord-f02a4747637c4c7ea5a5a36cfad9df88
Source dataset
uspto-grants-2012_03
Patent number
US08134001B2

Reaction notes

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