Sodium Methoxide → HCID 68315017, compound

HRID 513095Notes

Reaction equation

HRID 513095 reaction equation
[CH2:1]([O:3][C:4](=[O:36])[CH2:5][C:6]([N:8]([CH2:18][C:19]1([C:32]([O:34]C)=O)[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:21][CH2:20]1)[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1)=[O:7])C.C[O-].[Na+]>CO>[CH3:17][O:16][C:13]1[CH:12]=[CH:11][C:10]([CH2:9][N:8]2[C:6](=[O:7])[CH:5]([C:4]([O:3][CH3:1])=[O:36])[C:32](=[O:34])[C:19]3([CH2:20][CH2:21][N:22]([C:25]([O:27][C:28]([CH3:29])([CH3:31])[CH3:30])=[O:26])[CH2:23][CH2:24]3)[CH2:18]2)=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 68314759HCID 68314759, compound

Product 1

HCID 68315017HCID 68315017, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

The mixture from Step 2 was dissolved in anhydrous MeOH (50 mL), sodium methoxide (25.6 mmol, 1.384 g) was added and then the suspension was stirred for 15 h at 60° C. The reaction mixture was concentrated in vacuo, taken up in 2 N HCl and extracted with DCM. The organic layer was dried over MgSO4, filtered and concentrated in vacuo yielding the desired product A3 (2.02 g) as an oil. MS (ES) C24H32N2O7 requires: 460. found: 461.2 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. extractionextracted with DCM
  3. dry with materialThe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3f53f39e631b4db5be03ee314e9472b2
Source dataset
uspto-grants-2015_08
Patent number
US09102676B2

Reaction notes

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