Potassium Hydroxide → HCID 18424859, compound

HRID 655065Notes

Reaction equation

HRID 655065 reaction equation
C([O:3][C:4](=[O:15])/[C:5](/[CH3:14])=[CH:6]/[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[OH:13])C.[OH-].[K+]>C(O)C.O.CCOCC>[OH:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1/[CH:6]=[C:5](\[CH3:14])/[C:4]([OH:15])=[O:3]

Participants

6

Reactant 2

HCID 14797Potassium Hydroxide2×HCID 15311954HCID 15311954, compound

Product 1

HCID 18424859HCID 18424859, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 35.5 g of (E)-3-(2-hydroxy-phenyl)-2-methyl-acrylic acid ethyl ester in 600 ml of ethanol, a solution of 10.66 g of potassium hydroxide in 500 ml of water was dropped in. After refluxing for 5 hours, another 5.0 g of potassium hydroxide was put in and the mixture was refluxed for another 19 hours. Then the reaction mixture was cooled down, diluted with ether and washed to pH 4 with HCl 2N and water. The organic phase was dried, filtered and evaporated to dryness. The resulting colourless crystals were not further purified.

Workup

  1. temperatureAfter refluxing for 5 hours
  2. temperaturewas refluxed for another 19 hours
  3. temperatureThen the reaction mixture was cooled down
  4. washwashed to pH 4 with HCl 2N and water
  5. customThe organic phase was dried
  6. filtrationfiltered
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-bcdbe9d06ac24788803249188b793775
Source dataset
uspto-grants-2011_12
Patent number
USRE043006E1

Reaction notes

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