Triethylamine → HCID 57743252, compound

HRID 1095155Notes

Reaction equation

HRID 1095155 reaction equation
[CH3:1][C:2]1([CH3:11])[CH2:7][CH:6]([OH:8])[CH2:5][C:4]([CH3:10])([CH3:9])[O:3]1.[CH3:12][S:13](Cl)(=[O:15])=[O:14].C(N(CC)CC)C>ClCCl>[CH3:1][C:2]1([CH3:11])[CH2:7][CH:6]([O:8][S:13]([CH3:12])(=[O:15])=[O:14])[CH2:5][C:4]([CH3:10])([CH3:9])[O:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 666407342,2,6,6-Tetramethyloxan-4-ol

Product 1

HCID 57743252HCID 57743252, compoundYield 102.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a manner similar to the method described in example 32a, 2,2,6,6-Tetramethyl-tetrahydro-pyran-4-ol (5.5 g, 35 mmol) was reacted with methanesulfonyl chloride (6 g, 52 mmol, Aldrich) and triethylamine in dichloromethane to give methanesulfonic acid 2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl ester as a yellow oil (Yield 8.5 g, 100%). The starting material 2,2,6,6-Tetramethyl-tetrahydro-pyran-4-ol was prepared according to the procedures described by Nemeroff, N. et al in J. Org. Chem. 1978, 43(2), 331-334 with slight modification.

Sources & evidence

ORD record
ord-dbdaf7b7af694607948c4f970c429431
Source dataset
uspto-grants-2012_03
Patent number
US08134001B2

Reaction notes

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