Potassium Hydroxide → HCID 53797640, compound

HRID 1284208Notes

Reaction equation

HRID 1284208 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][CH2:6][C:7]([CH3:11])=[CH:8][CH2:9]Br)[CH3:2].[CH2:12]1[O:20][C:19]2[CH:18]=[CH:17][C:16]([OH:21])=[CH:15][C:14]=2[O:13]1.[OH-].[K+]>COCCOC>[CH2:1]([O:3][CH2:4][CH2:5][CH2:6][C:7]([CH3:11])=[CH:8][CH2:9][O:21][C:16]1[CH:17]=[CH:18][C:19]2[O:20][CH2:12][O:13][C:14]=2[CH:15]=1)[CH3:2]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 68289SesamolHCID 53776423HCID 53776423, compound

Product 1

HCID 53797640HCID 53797640, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

2.21 g (0.01 mol) of 6-ethoxy-1-bromo-3-methyl-2-hexene are added at 5° and while stirring to 1.38 g (0.01 mol) of 3,4-methylendioxyphenol and 0.56 g (0.01 mol) of potassium hydroxide in 50 cc of 1,2-dimethoxyethane. After stirring at 5° for 2 hours the mixture is stirred at 20°-25° during the course of 60 hours, is subsequently filtered and the filtrate is evaporated at reduced pressure. The residue is taken up in ether, is washed with water, dried with sodium sulphate, and the ether is distilled off. After chromatography of the residue on silica gel with hexane/ethyl acetate 9 : 1, 5-(6-ethoxy-3-methyl-2-hexenyloxy)-1,3-benzodioxol is obtained as colourless oil. nD20 = 1.5192.

Workup

  1. stirringis stirred at 20°-25° during the course of 60 hours
  2. filtrationis subsequently filtered
  3. customthe filtrate is evaporated at reduced pressure
  4. washis washed with water
  5. dry with materialdried with sodium sulphate
  6. distillationthe ether is distilled off

Sources & evidence

ORD record
ord-c1dee6ba6c044fd89e8961d124d753c5
Source dataset
uspto-grants-1976_08
Patent number
US03978134

Reaction notes

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