Methane → HCID 23696421, compound

HRID 2295317Notes

Reaction equation

HRID 2295317 reaction equation
[OH:1][CH:2]([CH:4]1[C:10](=[O:11])[N:9]2[CH:5]1[CH2:6][C:7]([NH:22][CH2:23][CH2:24][CH3:25])=[C:8]2[C:12]([O:14]CC1C=CC=CC=1)=[O:13])[CH3:3].O.C(=O)(O)[O-].[Na+:31].C>O1CCOCC1.[Pd]>[OH:1][CH:2]([CH:4]1[C:10](=[O:11])[N:9]2[CH:5]1[CH2:6][C:7]([NH:22][CH2:23][CH2:24][CH3:25])=[C:8]2[C:12]([O-:14])=[O:13])[CH3:3].[Na+:31]

Participants

7

Reactant 4

HCID 297MethaneHCID 962WaterHCID 516892Sodium BicarbonateHCID 13319604HCID 13319604, compound

Product 1

HCID 23696421HCID 23696421, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

Benzyl 6-(1-hydroxyethyl)-3-propylamino-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate (30 mg) is dissolved in dioxane (2 ml) and water (1 ml) containing sodium bicarbonate (7.5 mg). 10% palladium on powdered charcoal (30 mg) is added and the resulting mixture is hydrogenated at 40 psi for 1 hr. The catalyst is filtered off and washed with water (3 ml). The combined filtrate is extracted with ethyl acetate (3×2 ml), conc. in vacuo, and lyophilized to afford sodium 6-(1-hydroxyethyl)-3-propylamino-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate.

Workup

  1. filtrationThe catalyst is filtered off
  2. washwashed with water (3 ml)
  3. extractionThe combined filtrate is extracted with ethyl acetate (3×2 ml), conc. in vacuo

Sources & evidence

ORD record
ord-ff8d5fc14cd54013a73f66e0a35bf081
Source dataset
uspto-grants-1984_01
Patent number
US04424230

Reaction notes

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