4-Toluenesulfonyl chloride → 3-Methylcyclopentyl 4-methylbenzene-1-sulfonate

HRID 128550Notes

Reaction equation

HRID 128550 reaction equation
[CH3:1][CH:2]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3]1.[C:8]1([CH3:18])[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1>N1C=CC=CC=1>[C:8]1([CH3:18])[CH:13]=[CH:12][C:11]([S:14]([O:7][CH:4]2[CH2:5][CH2:6][CH:2]([CH3:1])[CH2:3]2)(=[O:16])=[O:15])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 867853-Methylcyclopentan-1-ol

Product 1

HCID 190423383-Methylcyclopentyl 4-methylbenzene-1-sulfonateYield 92.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-Methylcyclopentanol (5.0 g, 49.9 mmol) was reacted with p-toluenesulfonyl chloride in pyridine (50 ml) in the same procedure as in Reference Example 7 to obtain 3-methylcyclopentyl p-toluenesulfonate (11.7 g, 46.2 mmol, 92.5% yield).

Sources & evidence

ORD record
ord-1c2bbb9f0d6e48939eb0e78124fbb5c0
Source dataset
uspto-grants-1995_11
Patent number
US05464811

Reaction notes

Loading…