Sodium Carbonate Decahydrate → HCID 15837866, compound

HRID 478140Notes

Reaction equation

HRID 478140 reaction equation
[Br:1][C:2]1([C:5]([NH:7][CH2:8][C:9](=[O:11])[CH3:10])=O)[CH2:4][CH2:3]1.O.O.O.O.O.O.O.O.O.O.C(=O)([O-])[O-].[Na+].[Na+]>S(=O)(=O)(O)O>[Br:1][C:2]1([C:5]2[O:11][C:9]([CH3:10])=[CH:8][N:7]=2)[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 151402Sodium Carbonate DecahydrateHCID 18000829HCID 18000829, compound

Product 1

HCID 15837866HCID 15837866, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

4.62 g of 1-bromo-N-(2-oxopropyl)-cyclopropane-1-carbamide is held at 60° C. in 35.47 ml of concentrated sulfuric acid for 30 minutes. The cooled reaction mixture is stirred into ice water and made basic in batches with sodium carbonate decahydrate. Then, it is extracted with ethyl acetate, dried on sodium sulfate, and concentrated by evaporation. Chromatography of the oily residue on silica gel with ethyl acetate/hexane yields 2.79 g of title compound 8 a as a yellowish oil.

Workup

  1. customThe cooled reaction mixture
  2. extractionThen, it is extracted with ethyl acetate
  3. customdried on sodium sulfate
  4. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-3d25c657ee904d2aa3ef335fa61823a5
Source dataset
uspto-grants-2003_11
Patent number
US06642218B2

Reaction notes

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