Water → HCID 86737132, compound

HRID 1855799Notes

Reaction equation

HRID 1855799 reaction equation
C([O:3][C:4](=[O:23])/[CH:5]=[C:6](\[CH3:22])/[CH:7]=[CH:8]/[CH:9]=[C:10](\[CH3:21])/[CH:11]=[CH:12]/[C:13]1[C:17]([CH3:18])=[C:16](C)[O:15][C:14]=1[CH3:20])C.[OH-].[K+:25].O>CO>[CH3:22]/[C:6](/[CH:7]=[CH:8]/[CH:9]=[C:10](\[CH3:21])/[CH:11]=[CH:12]/[C:13]1[C:17]([CH3:18])=[CH:16][O:15][C:14]=1[CH3:20])=[CH:5]\[C:4]([O-:23])=[O:3].[K+:25]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 86737131HCID 86737131, compound

Product 1

HCID 86737132HCID 86737132, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(E,E,E,E)-3,7-dimethyl-9-(2,4,5-trimethyl-3-furyl)-2,4,6,8-nonatetraenoic acid ethyl ester (16 g.) was dissolved in methanol (100 ml.) containing potassium hydroxide (10 g.) and water (20 ml.) and the resulting mixture was heated at reflux for 1 hour. On cooling, a potassium salt crystallized out. This was filtered off, washed with methanol and crystallized from isopropanol-water to give pure potassium (E,E,E,E)-3,7-dimethyl-9-(2,4-dimethyl-3-furyl)-2,4,6,8-nonatetraenoate, m.p. 265°-70° (dec.).

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 1 hour
  3. temperatureOn cooling
  4. customa potassium salt crystallized out
  5. filtrationThis was filtered off
  6. washwashed with methanol
  7. customcrystallized from isopropanol-water

Sources & evidence

ORD record
ord-7910d9b6f3fc4b28b53c91836088b2f2
Source dataset
uspto-grants-1980_08
Patent number
US04216312

Reaction notes

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