Acetic Acid → HCID 178476642, compound

HRID 45304

Reaction equation

HRID 45304 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].[CH3:5][N:6]([C:8]([NH:10][C:11]([NH2:13])=[NH:12])=[NH:9])[CH3:7]>CC(C)=O>[CH3:5][N:6]([C:8]([NH:10][C:11]([NH2:13])=[NH:12])=[NH:9])[CH3:7].[C:1]([O-:4])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 178484382HCID 178484382, compound

Product 1

HCID 178476642HCID 178476642, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

20.00 g (1 equivalent) of metformin hydrochloride and 4.84 g (1 equivalent) of sodium hydroxide were stirred in 200 Ml of ethanol for 2 hours at room temperature, and then remaining solid was filtered and the filtrate was concentrated under reduced pressure. Then 300 Ml of acetone was added to the resulting solid and stirred. Insoluble material was filtered, and the filtrate was concentrated under reduced pressure to obtain 12.0 g of metformin free base. 500 Ml of acetone and 10 Ml (1.45 equivalents) of glacial acetic acid were added to the metformin free base, and then the mixture was stirred. The resulting crystal was filtered and washed with acetone, and then dried at 60° C. to obtain 13.6 g of metformin acetate (yield: 59.5%).

Workup

  1. filtrationThe resulting crystal was filtered
  2. washwashed with acetone
  3. customdried at 60° C.

Sources & evidence

ORD record
ord-093ce2a18d824f30afe9cc2c2caeab94
Source dataset
uspto-grants-2013_09
Patent number
US08541474B2

Linked notes

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