Hydrochloric Acid → HCID 53724979, compound

HRID 1156261Notes

Reaction equation

HRID 1156261 reaction equation
C([O:3][C:4](=[O:29])[C:5]([CH3:28])=[CH:6][C:7]1[O:8][C:9]([C:12](=[O:27])[CH2:13][CH:14]([CH3:26])[CH2:15][CH2:16][CH2:17][CH:18]([CH3:25])[CH2:19][CH2:20][CH2:21][CH:22]([CH3:24])[CH3:23])=[CH:10][CH:11]=1)C.[OH-].[Na+].Cl>C(O)C.O>[CH3:28][C:5](=[CH:6][C:7]1[O:8][C:9]([C:12](=[O:27])[CH2:13][CH:14]([CH3:26])[CH2:15][CH2:16][CH2:17][CH:18]([CH3:25])[CH2:19][CH2:20][CH2:21][CH:22]([CH3:23])[CH3:24])=[CH:10][CH:11]=1)[C:4]([OH:29])=[O:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54574519HCID 54574519, compound

Product 1

HCID 53724979HCID 53724979, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of ethyl-2-methyl-3-[5-(1-oxo-3,7,11-trimethyldodecyl)-2-furanyl]-2-propenoate (20.2 g-0.05 mole) in 200 ml ethanol is heated to reflux, 100 ml of 1 N aqueous NaOH is added and the mixture is refluxed for 2 hours, cooled, diluted with water, acidified with 200 ml 1 N aqueous hydrochloric acid and extracted with ether. The ether layer is evaporated to dryness to give 2-methyl-3-[5-(1-oxo-3,7,11-trimethyldodecyl)-2-furanyl]-2-propenoic acid.

Workup

  1. temperatureis heated
  2. temperatureto reflux
  3. temperaturethe mixture is refluxed for 2 hours
  4. temperaturecooled
  5. extractionextracted with ether
  6. customThe ether layer is evaporated to dryness

Sources & evidence

ORD record
ord-27688dc89a924bbfacfb26000cf5e306
Source dataset
uspto-grants-1982_06
Patent number
US04335098

Reaction notes

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