Sodium Fluoride → HCID 20442867, compound

HRID 2296521Notes

Reaction equation

HRID 2296521 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH3:16])[CH:7]=[C:8]([O:13][CH2:14][CH3:15])[C:9]=1[O:10][CH2:11][CH3:12])[CH3:2].[F-].[Na+]>C(O)C>[CH2:14]([O:13][C:8]1[C:9]([O:3][CH2:1][CH3:2])([O:10][CH2:11][CH3:12])[C:4]([O:3][CH2:1][CH3:2])=[CH:5][C:6]([O:10][CH2:9][CH3:4])([CH3:16])[CH:7]=1)[CH3:15]

Participants

4

Reactant 2

HCID 5235Sodium FluorideHCID 204428651,2,3-Triethoxy-5-methylbenzene

Product 1

HCID 20442867HCID 20442867, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 224 mg quantity of 3,4,5-triethoxytoluene and 20 mg of sodium fluoride were dissolved in 10 ml of ethanol. Electrolysis was conducted by immersing a carbon electrode as the anode and a stainless steel electrode as the cathode each having an electrolytic area of 3 cm2, stirring the solution at room temperature and passing through the solution constant current of 30 mA at an electric charge of 3 F/mol. Subsequently the same procedure as in Example 1 was repeated producing 287 mg of 1,3,5,6,6-pentaethoxy-3-methyl-1,4-cyclohexadiene in 91.5% of theoretical yield. The compound thus obtained was identified by NMR.

Workup

  1. additionan electric charge of 3 F/mol

Sources & evidence

ORD record
ord-a661265d6ad5485db3a621947315ffa4
Source dataset
uspto-grants-1984_01
Patent number
US04429164

Reaction notes

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