HCID 54466372, compound → HCID 54015699, compound

HRID 1731185Notes

Reaction equation

HRID 1731185 reaction equation
[C:1]([C:9]1[CH:10]=[C:11]([C:15]([CH3:23])=[CH:16][CH2:17][C:18]([O:20]CC)=[O:19])[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[OH-].[Na+]>[C:1]([C:9]1[CH:10]=[C:11]([C:15]([CH3:23])=[CH:16][CH2:17][C:18]([OH:20])=[O:19])[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 54466372HCID 54466372, compound

Product 1

HCID 54015699HCID 54015699, compoundYield 88.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 5.35 g of the said ester in 50 ml of methanol and 20 ml of 2N sodium hydroxide were refluxed for 2 hours and then the methanol was distilled off. The mixture was added to water, treated with activated carbon and filtered. The filtrate was acidified with 3 ml of concentrated hydrochloric acid and was extracted with ether. The ether extract was washed with water until the wash water was neutral, dried over sodium sulfate and evaporated to dryness under reduced pressure to obtain 4.31 g of 4-(m-benzoyl-phenyl)-4-methyl-3-butenoic acid.

Workup

  1. temperaturewere refluxed for 2 hours
  2. distillationthe methanol was distilled off
  3. additionThe mixture was added to water
  4. additiontreated with activated carbon
  5. filtrationfiltered
  6. extractionwas extracted with ether
  7. extractionThe ether extract
  8. washwas washed with water until the wash water
  9. dry with materialdried over sodium sulfate
  10. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-7603ea88df554a8987b2a524c04019f8
Source dataset
uspto-grants-1976_11
Patent number
US03995056

Reaction notes

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