Hydrochloric Acid → HCID 9905484, compound

HRID 1699417Notes

Reaction equation

HRID 1699417 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[CH3:11][C:12]([C:14]1[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=1)=[O:13].[OH-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6](/[CH:7]=[CH:11]/[C:12]([C:14]2[CH:15]=[C:16]([O:24][CH3:25])[C:17]([O:22][CH3:23])=[C:18]([O:20][CH3:21])[CH:19]=2)=[O:13])=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 143453',4',5'-TrimethoxyacetophenoneHCID 14798Sodium HydroxideHCID 312444-Methoxybenzaldehyde

Product 1

HCID 9905484HCID 9905484, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 4-methoxybenzaldehyde (1.0 g, 7,3 mmol) and 3,4,5-trimethoxyacetophenone (1.54 g, 7.3 mmol) in methanol (30 ml) was added a 50% w/v solution of aqueous NaOH (1 ml). The mixture was stirred for 24 hours at room temperature, acidified with 2N HCl and extracted with chloroform (3×30 ml). The combined organic phase was dried over anhydrous MgSO4, filtered, and the solvent concentrated under vacou. The product was finally purified by column chromatography. Mass Spectrum m/e (M+1) 329.

Workup

  1. extractionextracted with chloroform (3×30 ml)
  2. dry with materialThe combined organic phase was dried over anhydrous MgSO4
  3. filtrationfiltered
  4. concentrationthe solvent concentrated under vacou
  5. customThe product was finally purified by column chromatography

Sources & evidence

ORD record
ord-1032d97d187e416f8f0a11bcfad09b2e
Source dataset
uspto-grants-2002_02
Patent number
US06346550B2

Reaction notes

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