Sodium Bicarbonate → HCID 23696420, compound

HRID 2295318Notes

Reaction equation

HRID 2295318 reaction equation
[OH:1][CH:2]([CH:4]1[C:10](=[O:11])[N:9]2[CH:5]1[CH2:6][C:7]([N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1)=[C:8]2[C:12]([O:14]CC1C=CC=CC=1)=[O:13])[CH3:3].C(=O)(O)[O-].[Na+:32]>O1CCOCC1.O>[OH:1][CH:2]([CH:4]1[C:10](=[O:11])[N:9]2[CH:5]1[CH2:6][C:7]([N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1)=[C:8]2[C:12]([O-:14])=[O:13])[CH3:3].[Na+:32]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 20475146HCID 20475146, compound

Product 1

HCID 23696420HCID 23696420, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of benzyl 6-(1-hydroxyethyl)-3-morpholino-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate (30 mg) in dioxane (3 ml) is diluted with water (1 ml) containing sodium bicarbonate (7 mg). 10% palladium on powdered charcoal (30 mg) is also dried and the resulting mixture is hydrogenated at 40 psi for 30 mins. The catalyst is filtered off and washed with water (3×3 ml). The combined filtrate is extracted with ethyl acetate (3×2 ml), concentrated in vacuo to ca. 2 ml, and lyophilized to give sodium 6-(1-hydroxyethyl)-3-morpholino-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate.

Workup

  1. dry with material10% palladium on powdered charcoal (30 mg) is also dried
  2. filtrationThe catalyst is filtered off
  3. washwashed with water (3×3 ml)
  4. extractionThe combined filtrate is extracted with ethyl acetate (3×2 ml)
  5. concentrationconcentrated in vacuo to ca. 2 ml

Sources & evidence

ORD record
ord-e35ac398036d404abdc934317445f49b
Source dataset
uspto-grants-1984_01
Patent number
US04424230

Reaction notes

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