p-Toluenesulfonic acid → Ethyl [4-(5-oxocyclopent-1-en-1-yl)butoxy]acetate

HRID 1448208Notes

Reaction equation

HRID 1448208 reaction equation
[C:1]([CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1)([OH:3])=[O:2].[C:16]1(C)C=CC(S(O)(=O)=O)=C[CH:17]=1>C(O)C>[C:1]([CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1)([O:3][CH2:16][CH3:17])=[O:2]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 204656132-(6-Carboxy-5-oxahexyl)-2-cyclopentenone

Product 1

HCID 21767824Ethyl [4-(5-oxocyclopent-1-en-1-yl)butoxy]acetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In the manner described in Example 23, treatment of 2-(6-carboxy-5-oxahexyl)-2-cyclopentenone with p-toluenesulfonic acid in ethanol produces the subject product as a light yellow oil.

Sources & evidence

ORD record
ord-b342ae61d0034bae92060f487700bea5
Source dataset
uspto-grants-1979_12
Patent number
US04179574

Reaction notes

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