Hydrochloric Acid → HCID 54547234, compound

HRID 1284168Notes

Reaction equation

HRID 1284168 reaction equation
[CH3:1][C:2]([CH2:11][CH2:12][CH2:13][CH:14]([CH3:21])[CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[C:3]=[CH:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].C(=O)([O-])[O-].[K+].[K+].Cl>>[CH3:1][C:2]([CH2:11][CH2:12][CH2:13][CH:14]([CH3:21])[CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:3][CH:4]=[CH:5][C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 21515749HCID 21515749, compound

Product 1

HCID 54547234HCID 54547234, compoundYield 93%

Procedure

20 g of ethyl 5,9,13-trimethyl-3,4-tetradecadienoate and 1 g of potassium carbonate were heated at 40° to 45°C. for 3 hours in the absence of a solvent to effect the rearrangement reaction. Then, the reaction mixture was neutralized with 4N HCl and subjected to distillation under reduced pressure. Ethyl 5,9,13-trimethyl-2,4-tetradecadienoate was obtained in a yield of 93% from a fraction boiling at 143 to 145°C. under 1 mm Hg.

Workup

  1. customthe rearrangement reaction
  2. distillationsubjected to distillation under reduced pressure

Sources & evidence

ORD record
ord-108e5974deef496c84ccaec11dafc104
Source dataset
uspto-grants-1976_08
Patent number
US03978100

Reaction notes

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