1-Propanol → n-Propyl trans-beta-benzoylacrylate

HRID 982183Notes

Reaction equation

HRID 982183 reaction equation
[C:1](/[CH:9]=[CH:10]/[C:11]([OH:13])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH2:19](O)[CH2:20][CH3:21]>>[C:1](/[CH:9]=[CH:10]/[C:11]([O:13][CH2:19][CH2:20][CH3:21])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 10311-Propanol2×HCID 1118Sulfuric AcidHCID 676116Benzoylacrylic acid

Product 1

HCID 20069333n-Propyl trans-beta-benzoylacrylate

Conditions

Temperature
100 °C

Procedure

A mixture of 5.00 g of trans-β-benzoylacrylic acid, 1.67 ml of n-propanol and 1.05 g of sulfuric acid was stirred at 100° C. for 1.5 hours. A pressure was gradually reduced with the aspirator and n-propanol was distilled away for 15 minutes. After a pressure was finally reduced to 20 mmHg, the resultant was stirred at 100° C. for 10 minutes and then cooled, followed by the procedure as in Example 1 to give 5.78 g of n-propyl trans-β-benzoylacrylate.

Workup

  1. distillationwas distilled away for 15 minutes
  2. stirringthe resultant was stirred at 100° C. for 10 minutes
  3. temperaturecooled

Sources & evidence

ORD record
ord-fe1e026e38704bb1afa4ea7510525bc3
Source dataset
uspto-grants-1991_02
Patent number
US04994600

Reaction notes

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