Propionic Acid → HCID 73462558, compound

HRID 480374Notes

Reaction equation

HRID 480374 reaction equation
C(O[CH:4]([O:15]CC)[C:5]1[CH:10]=[CH:9][C:8]([CH:11](O)[CH:12]=[CH2:13])=[CH:7][CH:6]=1)C.[C:18]([OH:22])(=[O:21])[CH2:19]C>>[CH:4]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]=[CH:12][CH2:13][CH2:19][C:18]([OH:22])=[O:21])=[CH:9][CH:10]=1)=[O:15]

Participants

3

Reactant 2

HCID 1032Propionic AcidHCID 18768915HCID 18768915, compound

Product 1

HCID 73462558HCID 73462558, compound

Conditions

Temperature
140 °C

Procedure

1-(4-Diethoxymethylphenyl)prop-2-en-1-ol (9.90 g, 42 mmol) was dissolved in triethyl ortho formiate (50 ml), and propionic acid (1.0 ml) was added. The solution was heated to 140° C. for 48 hours. Solvent was removed by rotary evaporation, and the orange oil was re-suspended in aqueous HCl (200 ml, 2 N). The mixture was heated to reflux for 4 hours, then cooled on an ice-bath for 30 min. Precipitated material was collected and washed twice with water and dried in a vacuum oven. Yield: 3.02 g (35%).

Workup

  1. additionwas added
  2. customSolvent was removed by rotary evaporation
  3. temperatureThe mixture was heated
  4. temperatureto reflux for 4 hours
  5. temperaturecooled on an ice-bath for 30 min
  6. customPrecipitated material was collected
  7. washwashed twice with water
  8. customdried in a vacuum oven

Sources & evidence

ORD record
ord-faea2744a40943069117ce3d9cf1866b
Source dataset
uspto-grants-2003_11
Patent number
US06649641B2

Reaction notes

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