Sodium Methoxide → HCID 10423239, compound

HRID 2113896Notes

Reaction equation

HRID 2113896 reaction equation
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][S:11](=[O:20])(=[O:19])[NH:12][CH2:13][C:14](OCC)=O)=[CH:6][CH:5]=1.C[O-:23].[Na+]>CO>[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][C:13](=[O:23])[NH:12][S:11]2(=[O:20])=[O:19])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 68884629HCID 68884629, compound

Product 1

HCID 10423239HCID 10423239, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
0 °C

Procedure

Compound 102 was dissolved in 5 mL of methanol and cooled to 0° C. A solution of freshly prepared NaOMe in methanol was added, and the solution was warmed to room temperature and stirred overnight. TLC (70:30 hexanes/ethyl acetate) showed no starting material. The reaction was acidified with Dowex resin, filtered, and concentrated to a white solid. The compound 103 was recrystallized from ethyl acetate/hexanes.

Workup

  1. temperaturethe solution was warmed to room temperature
  2. filtrationfiltered
  3. concentrationconcentrated to a white solid
  4. customThe compound 103 was recrystallized from ethyl acetate/hexanes

Sources & evidence

ORD record
ord-d4e0831033e04dd3a30239819d1344e8
Source dataset
uspto-grants-2008_10
Patent number
US07432292B2

Reaction notes

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