Diethyl Ether → Sodium

HRID 1414004Notes

Reaction equation

HRID 1414004 reaction equation
FC(F)(F)C(O)=O.[O:8]=[C:9]1[N:16]2[CH:11]([S:12][CH2:13][CH:14]=[C:15]2[C:17]([OH:19])=[O:18])[CH2:10]1.C(OCC)(=O)CCCCC.[Na:30].C(OCC)C>CO.C(O)CCC>[O:8]=[C:9]1[N:16]2[CH:11]([S:12][CH2:13][CH:14]=[C:15]2[C:17]([OH:19])=[O:18])[CH2:10]1.[Na:30]

Participants

7

Reactant 3

HCID 3283Diethyl EtherHCID 53628222Sodium 2-ethyl hexanoateHCID 775092038-Oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, trifluoroacetate salt

Product 2

HCID 5360545SodiumHCID 190919938-Oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 887MethanolSolvent

Procedure

While stirring 0.8 g of [6R-[6α, 7β(Z)]]-3-[(Acetyloxy)methyl]-7-[[(2-amino-4-thiazolyl)[2-oxo-2-[(phenylmethoxy)amino]ethoxy]imino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, trifluoroacetate salt is dissolved in 5 ml methanol. At 0° C. an equivalent amount of sodium ethyl hexanoate in butanol is added while stirring. After 10 min. 100 ml of dry diethyl ether is added and the precipitate is filtered off to yield 0.69 g of [6R-[6α, 7β(Z)]]-3-[(Acetyloxy)methyl]-7-[[(2-amino-4-thiazolyl)[2-oxo-2-[(phenylmethoxy)amino]ethoxy]imino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, sodium salt having a melting point of 168° C. to 173° C.

Workup

  1. filtrationthe precipitate is filtered off

Sources & evidence

ORD record
ord-5cc0379f752d49f4993b606a5658b3b7
Source dataset
uspto-grants-1981_02
Patent number
US04252802

Reaction notes

Loading…