Methanol → HCID 57459626, compound

HRID 1428507Notes

Reaction equation

HRID 1428507 reaction equation
[O:1]=[C:2]1[CH:7](C#N)[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)([CH3:10])[CH:5](C#N)[C:4](=[O:19])N1.S(=O)(=O)(O)O.[OH-:25].[Na+].C[OH:28]>O>[N:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:6]([CH3:10])([CH2:7][C:2]([OH:1])=[O:28])[CH2:5][C:4]([OH:19])=[O:25]

Participants

6

Reactant 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 57459625HCID 57459625, compound

Product 1

HCID 57459626HCID 57459626, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of D75 (6 g, 23.6 mmol) in water (3 ml) stirred at r.t., sulfuric acid (3 ml) was carefully added. The resulting mixture was heated at 170° C. for 24 h. After cooling, NaOH (50% aqueous solution) was added dropwise (to afford pH 5-6). Then, MeOH was added to the aqueous mixture. The precipitate thus obtained was filtered and dried in vacuo to yield intermediate D76 (3.5 g, 66.4%) as a green dark oil

Workup

  1. temperatureThe resulting mixture was heated at 170° C. for 24 h
  2. temperatureAfter cooling
  3. custom(to afford pH 5-6)
  4. customThe precipitate thus obtained
  5. filtrationwas filtered
  6. customdried in vacuo
  7. customto yield intermediate D76 (3.5 g, 66.4%) as a green dark oil

Sources & evidence

ORD record
ord-1641ddc59c7047baba4c13b1b924b0e4
Source dataset
uspto-grants-2015_01
Patent number
US08937060B2

Reaction notes

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