cis-1,3-Cyclopentanedicarboxylic acid → 1,3-Cyclopentanedicarboxylic anhydride

HRID 4924

Reaction equation

HRID 4924 reaction equation
[C@H:1]1([C:9]([OH:11])=[O:10])[CH2:5][CH2:4][C@@H:3]([C:6]([OH:8])=O)[CH2:2]1>C(OC(=O)C)(=O)C>[CH:1]12[CH2:2][CH:3]([CH2:4][CH2:5]1)[C:6](=[O:8])[O:11][C:9]2=[O:10]

Participants

3

Reactant 1

HCID 238129cis-1,3-Cyclopentanedicarboxylic acid

Product 1

HCID 2397991,3-Cyclopentanedicarboxylic anhydrideYield 79%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of 1.63 g of cis-cyclopentane-1,3-dicarboxylic acid in 8.2 ml of acetic anhydride was heated in an oil bath at ca. 100° C. for 45 minutes. The excess acetic anhydride and acetic acid were removed by evaporation in vacuo to give a solid which was triturated under diethyl ether. This afforded 1.14 g (79% yield) of the title anhydride.

Workup

  1. customThe excess acetic anhydride and acetic acid were removed by evaporation in vacuo
  2. customto give a solid which
  3. customwas triturated under diethyl ether

Sources & evidence

ORD record
ord-60857aa3477447598ec3c7b21eeec7b1
Source dataset
uspto-grants-1993_09
Patent number
US05242911

Linked notes

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