Sulfuric Acid → HCID 69650415, compound

HRID 1384485Notes

Reaction equation

HRID 1384485 reaction equation
[CH3:1][CH:2]1[O:7][C:5](=[O:6])[CH2:4][CH2:3]1.C[O-].[Na+].[CH3:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([CH:19]=O)=[CH:17][CH:18]=1.S(=O)(=O)(O)O>C(OC)(C)(C)C.O>[CH3:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([CH:19]=[C:4]2[CH2:3][CH:2]([CH3:1])[O:7][C:5]2=[O:6])=[CH:17][CH:18]=1

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 7921Gamma-ValerolactoneHCID 312444-MethoxybenzaldehydeHCID 10942334Sodium Methoxide

Product 1

HCID 69650415HCID 69650415, compoundYield 48%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

74 g (0.5 mol) of 4-methyl-γ-butyrolactone are added to a suspension of 27 g (0.50 mol) of sodium methoxide in 400 g of methyl tert-butyl ether and, over the course of 1 h, 68 g (0.5 mol) of anisaldehyde are added thereto with stirring at room temperature. The mixture is maintained under reflux for a further 1 h and then cooled, and 200 g of iced water are added to the mixture and the pH is adjusted to 5 using 10% sulphuric acid. After the phases have separated, the product is distilled. This gives 65 g of the desired compound in a yield of 48% of theory. The specific absorbance E{fraction (1/1)} of the novel compound according to the present invention is 1.250, measured at a wavelength of λmax 310 nm.

Workup

  1. additionare added
  2. temperatureThe mixture is maintained
  3. temperatureunder reflux for a further 1 h
  4. temperaturecooled
  5. customAfter the phases have separated
  6. distillationthe product is distilled

Sources & evidence

ORD record
ord-18e62d7e2efe4abb9222b20eaea529d4
Source dataset
uspto-grants-2001_07
Patent number
US06258963B1

Reaction notes

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