Potassium Hydroxide → HCID 21938452, compound

HRID 918000Notes

Reaction equation

HRID 918000 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>[CH2:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH3:9].[C:12]([O:20][CH2:19][CH3:18])(=[O:13])[CH3:1].[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

6

Reactant 3

HCID 14797Potassium HydroxideHCID 68289SesamolHCID 53776423HCID 53776423, compound

Product 2

HCID 21938452HCID 21938452, compoundHCID 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 hexene/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-0be1c6524e474e99bf1186c591af8e36
Source dataset
uspto-grants-1976_07
Patent number
US03968235

Reaction notes

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