Sodium hydride → HCID 13424017, compound

HRID 1981066Notes

Reaction equation

HRID 1981066 reaction equation
I[CH2:2][CH2:3][N:4]1[CH:8]=[C:7]([CH3:9])[C:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:5]1[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].[H-].[Na+]>CN(C)C=O>[CH3:9][C:7]1[C:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:5]2[CH:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:2][CH2:3][N:4]2[CH:8]=1

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 13424016HCID 13424016, compound

Product 1

HCID 13424017HCID 13424017, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 1-(2-iodoethyl)-3-carboethoxy-4-methyl-pyrrole-2-acetate in 65 ml of dry dimethylformamide was treated with 1.6 g NaH (60% in mineral oil) and stirred for 60 minutes at room temperature. The mixture was quenched with 100 ml of water and extracted with ethylacetate (3×100 ml). The ethyl acetate layer was washed with water, dried over MgSO4, filtered and evaporated to dryness to yield 6.4 g of crude diethyl 1,2-dihydro-6-methyl-3H-pyrrolo-[1,2-a]pyrrole-1,7-dicarboxylate to be used in the next step without further purification.

Workup

  1. customThe mixture was quenched with 100 ml of water
  2. extractionextracted with ethylacetate (3×100 ml)
  3. washThe ethyl acetate layer was washed with water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-a55332e61de546e5961cd957d053a4a5
Source dataset
uspto-grants-1985_04
Patent number
US04511724

Reaction notes

Loading…