Potassium Hydroxide → HCID 54541166, compound

HRID 1658873Notes

Reaction equation

HRID 1658873 reaction equation
C[O:2][C:3](=[O:17])[CH:4]=[CH:5][CH:6]=[CH:7][CH2:8][CH:9]([CH3:16])[CH2:10][CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14].[OH-].[K+]>CO.O1CCCC1.O>[CH3:16][CH:9]([CH2:10][CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14])[CH2:8][CH:7]=[CH:6][CH:5]=[CH:4][C:3]([OH:17])=[O:2]

Participants

6

Reactant 2

HCID 14797Potassium HydroxideHCID 54056722HCID 54056722, compound

Product 1

HCID 54541166HCID 54541166, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

2.3 g of 7,11-dimethyl-2,4-dodecadienoic acid methyl ester is dissolved in 46 ml of methanol and 18 ml of tetrahydrofuran. The mixture is cooled to 0°C., and 4.9 g of potassium hydroxide in 18 ml of water is added. The mixture is stirred overnight (18 hours) at room temperature (22°C.), poured on to water, and extracted with diethyl ether. The aqueous phase is made slightly acidic with 3-N sulphuric acid and again extracted with diethyl ether. The latter, ether extract is washed to neutrality, dried and evaporated. There is obtained 7,11-dimethyl-2,4-dodecadienoic acid, obtained as a slightly-yellow, colored oil, which is uniform according to thin-layer chromatography and which can be utilized without further processing.

Workup

  1. extractionextracted with diethyl ether
  2. extractionagain extracted with diethyl ether
  3. extractionThe latter, ether extract
  4. washis washed to neutrality
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-892a3416c7b74ec5a6c777c72db6d5fd
Source dataset
uspto-grants-1976_06
Patent number
US03966780

Reaction notes

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