Hydrochloric Acid → 2,6,8-Decatrienoic acid

HRID 1513542Notes

Reaction equation

HRID 1513542 reaction equation
C[O:2][C:3](=[O:13])[CH:4]=[CH:5][CH2:6][CH2:7][CH:8]=[CH:9][CH:10]=[CH:11][CH3:12].[OH-].[K+].Cl>>[C:3]([OH:13])(=[O:2])[CH:4]=[CH:5][CH2:6][CH2:7][CH:8]=[CH:9][CH:10]=[CH:11][CH3:12]

Participants

4

Conditions

Temperature
70 °C

Procedure

In an atmosphere of nitrogen, 2,6,8-decatrienoic acid methyl ester (6); 19.1 g {GC; 93.9%, pure amount; 17.9 g (0.0995 mol)} and 5 mol/l of potassium hydroxide aqueous solution (60 ml, 0.30 mol) were added to a 200 ml capacity flask, followed by stirring at 70° C. for 2 hours. After completion of the reaction, the reaction was stopped with 5 mol/l of hydrochloric acid (63 ml, 0.315 mol), and then extraction with toluene (32 ml) was carried out to obtain a toluene solution of 2,6,8-decatrienoic acid (7).

Workup

  1. customAfter completion of the reaction
  2. extractionextraction with toluene (32 ml)

Sources & evidence

ORD record
ord-58a13f48140e47ffa6289fcdeaf312d1
Source dataset
uspto-grants-2012_07
Patent number
US08217192B2

Reaction notes

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