Resorcinol → HCID 14577961, compound

HRID 1904545Notes

Reaction equation

HRID 1904545 reaction equation
[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH:5]=[CH2:6])[CH3:2].[C:10]1([CH:17]=CC=[C:13](O)[CH:12]=1)[OH:11].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.S(=O)(=O)(O)O>[CH2:1]([O:3][CH:4]1[CH2:5][CH2:6][C:9]2[CH:13]=[CH:12][C:10]([OH:11])=[CH:17][C:8]=2[O:7]1)[CH3:2]

Participants

6

Reactant 3

HCID 5054ResorcinolHCID 10340Sodium CarbonateHCID 624773,3-Diethoxy-1-propene

Product 1

HCID 14577961HCID 14577961, compoundYield 63%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 702EthanolSolvent2×

Procedure

A solution of 1.6 g of acrolein diethylacetal in 4 ml of ethanol was added dropwise under cooling to a solution composed of 1.1 g of resorcinol, 0.05 g of conc. sulfuric acid and 6 ml of ethanol. While maintaining the temperature at less than 10° C., the mixture was stirred for 2 hours. The reaction mixture was neutralized with an aqueous solution of sodium carbonate and extracted with ethyl acetate. The solvent was evaporated, and the residue was purified by column chromatography to give 1.2 g (yield 63%) of the desired product as a colorless liquid.

Workup

  1. temperatureunder cooling to a solution
  2. temperatureWhile maintaining the temperature at less than 10° C.
  3. extractionextracted with ethyl acetate
  4. customThe solvent was evaporated
  5. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-65952b53b5814bceb840a6a3ea124b29
Source dataset
uspto-grants-1989_06
Patent number
US04838924

Reaction notes

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