1,2-Dichloroethane → HCID 20310815, compound

HRID 2061186Notes

Reaction equation

HRID 2061186 reaction equation
[OH:1][N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8].[CH:9]1([C:12](O)=[O:13])[CH2:11][CH2:10]1.C(Cl)CCl.CCN(CC)CC>C(Cl)Cl>[CH:9]1([C:12]([O:1][N:2]2[C:6](=[O:7])[CH2:5][CH2:4][C:3]2=[O:8])=[O:13])[CH2:11][CH2:10]1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 15655Cyclopropanecarboxylic acidHCID 80170N-Hydroxysuccinimide

Product 1

HCID 20310815HCID 20310815, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-Hydroxypyrrolidine-2,5-dione (1.18 g, 10.3 mmol), cyclopropanecarboxylic acid (1.01 ml, 10 mmol), EDC (2.01 g, 10.5 mmol) and Et3N (2.8 mmol, 20 mmol) in DCM were stirred at rt for 5 h before it was partitioned with saturated NH4Cl solution. The organic layer was washed with brine and dried over Na2SO4. After filtration and concentration, 2,5-dioxopyrrolidin-1-yl cyclopropanecarboxylate 24 was isolated and used without further purification.

Workup

  1. customwas partitioned with saturated NH4Cl solution
  2. washThe organic layer was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationAfter filtration and concentration

Sources & evidence

ORD record
ord-b7929c4f74fb4a768f8cab25d67988a0
Source dataset
uspto-grants-2012_10
Patent number
US08278452B2

Reaction notes

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