Sodium Bicarbonate → HCID 23707443, compound

HRID 1381208Notes

Reaction equation

HRID 1381208 reaction equation
[Cl:1][C:2]1[CH:31]=[CH:30][C:5]([O:6][C:7]2[S:13][CH:12]3[N:9]([C:10](=[O:16])[CH:11]3[CH2:14][CH3:15])[C:8]=2[C:17]([O:19]CC2C=CC([N+]([O-])=O)=CC=2)=[O:18])=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+:36]>O1CCOCC1.O.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[S:13][CH:12]3[N:9]([C:10](=[O:16])[CH:11]3[CH2:14][CH3:15])[C:8]=2[C:17]([O-:19])=[O:18])=[CH:30][CH:31]=1.[Na+:36]

Participants

6

Reactant 2

HCID 516892Sodium BicarbonateHCID 13106500HCID 13106500, compound

Product 1

HCID 23707443HCID 23707443, compoundYield 53.7%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of a solution of 205 mg of 4-nitrobenzyl 3-(4-chlorophenoxy)-6-ethyl-7-oxo-4-thia-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate in dioxan and 37.5 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 Celite, and then lyophilized to yield 83 mg of the title compound as a pale yellow crystalline solid (53%).

Workup

  1. filtrationThen, the mixture was filtered through Celite

Sources & evidence

ORD record
ord-82160b8e1710456188ce98baf222c9c5
Source dataset
uspto-grants-1986_04
Patent number
US04585767

Reaction notes

Loading…