Clavulanic Acid → Potassium Clavulanate

HRID 342856

Reaction equation

HRID 342856 reaction equation
C([NH2+]CC[NH2+]C(C)C)(C)C.[CH2:11]1[C:14](=[O:15])[N:13]2[C@@H:16]([C:22]([OH:24])=[O:23])/[C:17](/[O:21][C@H:12]12)=[CH:18]/[CH2:19][OH:20].C(C(CCCC)C([O-])=O)C.[K+:35]>O.C(O)(C)C>[CH2:11]1[C:14](=[O:15])[N:13]2[C@@H:16]([C:22]([O-:24])=[O:23])/[C:17](/[O:21][C@H:12]12)=[CH:18]/[CH2:19][OH:20].[K+:35]

Participants

6

Reactant 3

HCID 5280980Clavulanic AcidHCID 7017225N,N'-diisopropylethylenediammoniumHCID 23669619Potassium 2-ethylhexanoate

Product 1

HCID 23665591Potassium ClavulanateYield 70%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent2×

Procedure

N,N'-diisopropylethylenediammonium diclavulanate (10 g, clavulanic acid content 69%) was dissolved in water (10 ml), the solution was diluted with isopropanol (190 ml) and a solution (15 ml, 2M) of potassium 2-ethylhexanoate in isopropanol was added within 15 min. with stirring. The obtained suspension was stirred for another 30 min. whereat a precipitate separated, which was filtered off, washed with isopropanol and then dried. Thus there was obtained potassium clavulanate (4.8 g; 70%), (USP Grade, clavulanic acid content 81% as determined by the HPLC method).

Workup

  1. stirringThe obtained suspension was stirred for another 30 min. whereat a precipitate
  2. customseparated
  3. filtrationwhich was filtered off
  4. washwashed with isopropanol
  5. customdried

Sources & evidence

ORD record
ord-721114bda9274c088024b46e36b62efc
Source dataset
uspto-grants-1999_01
Patent number
US05859238

Linked notes

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