Methanol → HCID 22341416, compound

HRID 584920Notes

Reaction equation

HRID 584920 reaction equation
[O:1]1CCO[CH:2]1[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][N:19]([CH2:28][CH3:29])[C:20](=[O:27])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:13]=2)=[CH:8][CH:7]=1.CO>S(=O)(=O)(O)O.O>[CH2:28]([N:19]([CH2:18][C:14]1[CH:13]=[C:12]([C:9]2[CH:8]=[CH:7][C:6]([CH:2]=[O:1])=[CH:11][CH:10]=2)[CH:17]=[CH:16][CH:15]=1)[C:20](=[O:27])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[CH3:29]

Participants

5

Reactant 2

HCID 887MethanolHCID 22341532HCID 22341532, compound

Product 1

HCID 22341416HCID 22341416, compoundYield 93.2%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 962WaterSolvent

Procedure

400 mg (1 mmol) of N-(4′-[1,3]dioxolan-2-yl-biphenyl-3-ylmethyl)-N-ethylbenzamide, 5 ml of methanol, 2 g of silica and a few drops of sulfuric acid are introduced into a round-bottomed flask. The mixture is stirred at room temperature for 24 hours. The reaction medium is poured into water and extracted with dichloromethane, and the organic phase is separated out after settling of the phases has taken place, dried over magnesium sulfate and evaporated. 320 mg (91%) of the desired product are obtained.

Workup

  1. extractionextracted with dichloromethane
  2. customthe organic phase is separated out
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-16f72546d3ca466db72a719f79f05e71
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

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