Sodium Methoxide → HCID 68315017, compound

HRID 1618951Notes

Reaction equation

HRID 1618951 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-98d12c13c6ad4efb8668a69b3827a49a
Source dataset
uspto-grants-2014_07
Patent number
US08772286B2

Reaction notes

Loading…