Hydrochloric Acid → HCID 131711643, compound

HRID 1659567Notes

Reaction equation

HRID 1659567 reaction equation
C([NH+](CC)CC)C.[O:8]([C:15]([CH:17]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:18]([NH:20][CH:21]1[C:32](=[O:33])[N:23]2[CH:24]([C:29]([O-:31])=[O:30])[C:25]([CH3:28])([CH3:27])[S:26][C@H:22]12)=[O:19])=[O:16])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(OCC)(=O)C.Cl.C(C(CC)C([O-])=O)C.[Na+:55]>CC(C)=O>[Na+:55].[O:8]([C:15]([CH:17]([C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[C:18]([NH:20][CH:21]1[C:32](=[O:33])[N:23]2[CH:24]([C:29]([O-:31])=[O:30])[C:25]([CH3:27])([CH3:28])[S:26][C@H:22]12)=[O:19])=[O:16])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 23663635Sodium 2-ethylbutyrateHCID 131711640HCID 131711640, compound

Product 1

HCID 131711643HCID 131711643, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A suspension of 48 g. (0.09 moles) of 6-(α-phenoxycarbonyl-phenylacetamido)-2,2-dimethyl-penam-3-carboxylic acid triethylammonium salt in 250 ml. of ethyl acetate is cooled to 0° C., and acidified to pH=2.5 with 2 n aqueous hydrochloric acid. The organic phase is separated, washed with 2×30 ml. of saturated aqueous sodium chloride solution, filtered, and a solution of 12 g. (0.09 moles) of sodium diethylacetate in 50 ml. of acetone is added to the filtrate. The precipitated white powder is filtered off. 36 g. (85%) of 6-(α-phenoxycarbonyl-phenylacetamido)-2,2-dimethyl-penam-3-carboxylic acid sodium salt are obtained; m.p.: 233°-235° C.

Workup

  1. additionA suspension of 48 g
  2. customThe organic phase is separated
  3. washwashed with 2×30 ml
  4. filtrationof saturated aqueous sodium chloride solution, filtered
  5. filtrationThe precipitated white powder is filtered off

Sources & evidence

ORD record
ord-186b008c33e042b0ace9c7883560a7b5
Source dataset
uspto-grants-1981_12
Patent number
US04304717

Reaction notes

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