Sodium Bicarbonate → HCID 23708857, compound

HRID 1788855Notes

Reaction equation

HRID 1788855 reaction equation
[CH3:1][S:2]([C:4]1[CH:31]=[CH:30][C:7]([O:8][C:9]2[S:15][CH:14]3[N:11]([C:12](=[O:16])[CH2:13]3)[C:10]=2[C:17]([O:19]CC2C=CC([N+]([O-])=O)=CC=2)=[O:18])=[CH:6][CH:5]=1)=[O:3].C(=O)(O)[O-].[Na+:36]>O1CCOCC1.O.[Pd]>[CH3:1][S:2]([C:4]1[CH:5]=[CH:6][C:7]([O:8][C:9]2[S:15][CH:14]3[N:11]([C:12](=[O:16])[CH2:13]3)[C:10]=2[C:17]([O-:19])=[O:18])=[CH:30][CH:31]=1)=[O:3].[Na+:36]

Participants

6

Reactant 2

HCID 516892Sodium BicarbonateHCID 13578084HCID 13578084, compound

Product 1

HCID 23708857HCID 23708857, compoundYield 109.8%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of a solution of 70 mg of 4-nitrobenzyl 3-(4-methylsulphinylphenoxy)-7-oxo-4-thia-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate in dioxan and 13 mg of sodium bicarbonate in water, and 10% palladium/charcoal was hydrogenated at 50 psi at 25° for 60 minutes. Then, the mixture was filtered through Gelite, and lyophilized to yield 58 mg of the title compound as a pale yellow crystalline solid.

Workup

  1. filtrationThen, the mixture was filtered through Gelite

Sources & evidence

ORD record
ord-3d2edff3e0434297b73939225c1538f0
Source dataset
uspto-grants-1987_08
Patent number
US04684640

Reaction notes

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