Aluminum(III) Chloride → cis-2-(3-Methyl-1-oxo-2-butenyl)cyclopentanecarboxylic acid

HRID 1706044Notes

Reaction equation

HRID 1706044 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C@@H:5]12[C:13](=[O:14])[O:12][C:10](=[O:11])[C@@H:6]1[CH2:7][CH2:8][CH2:9]2>ClCCCl>[CH3:9][C:5]([CH3:13])=[CH:6][C:10]([C@H:6]1[CH2:7][CH2:8][CH2:9][C@H:5]1[C:13]([OH:12])=[O:14])=[O:11]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 10920594cis-tetrahydro-1H-cyclopenta[c]furan-1,3(4H)-dione

Product 1

HCID 54003608cis-2-(3-Methyl-1-oxo-2-butenyl)cyclopentanecarboxylic acid

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a stirred suspension of 4.38 g. (32.86 mmole) of anhydrous aluminum chloride in 100 ml. of 1,2-dichloroethane at room temperature is added 2.30 g. (16.43 mmoles) of cis-1,2-cyclopentanedicarboxylic anhydride. Ethylene is then bubbled through the clear solution with stirring for four hours.

Workup

  1. additionTo a stirred suspension of 4.38 g
  2. customEthylene is then bubbled through the clear solution

Sources & evidence

ORD record
ord-3522fd64688e4d348c58640434f43a2d
Source dataset
uspto-grants-1980_06
Patent number
US04206137

Reaction notes

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