Potassium Carbonate → HCID 53883730, compound

HRID 1769092Notes

Reaction equation

HRID 1769092 reaction equation
Cl.[NH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].C(=O)([O-])[O-].[K+].[K+].Br[CH2:16][C:17]1[C:21]([CH2:22]Br)=[CH:20][S:19][CH:18]=1>CN(C)C=O>[CH:18]1[S:19][CH:20]=[C:21]2[CH2:22][N:2]([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:16][C:17]=12

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2723640Glycine ethyl ester, hydrochlorideHCID 11076484HCID 11076484, compound

Product 1

HCID 53883730HCID 53883730, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
5 °C

Procedure

13.18 g (0.0945 mol) of ethyl aminoacetate hydrochloride, 33.8 g (0.245 mol) of potassium carbonate and 60 ml of dimethylformamide are introduced, under argon, into a 250 ml round-bottomed flask. The mixture is cooled to 5° C. and 8.5 g (0.0315 mol) of 3,4bis(bromomethyl)thiophene in solution in 30 ml of dimethylformamide are added over 25 minutes. This mixture is stirred at room temperature for 67 h. The mixture is poured into 500 ml of ice-cold water and extracted 3 times with ether. The organic phases are washed 3 times with water, combined, dried, filtered and then concentrated under reduced pressure. There are obtained 1.57 g (0.007 mol) of product (yield 24%).

Workup

  1. extractionextracted 3 times with ether
  2. washThe organic phases are washed 3 times with water
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a7aeaf68766242138e4706b3300edd04
Source dataset
uspto-grants-1995_01
Patent number
US05380742

Reaction notes

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