2-Methoxypropene → HCID 53705091, compound

HRID 1709148Notes

Reaction equation

HRID 1709148 reaction equation
[CH3:1][CH:2]([CH2:4][CH2:5][CH:6]([OH:12])[C:7]([CH3:11])=[CH:8][CH2:9][CH3:10])[CH3:3].[CH3:13][O:14][C:15]([CH3:17])=[CH2:16]>Cl.CCCCCC>[CH3:13][O:14][C:15]([CH3:17])([O:12][CH:6]([C:7]([CH3:11])=[CH:8][CH2:9][CH3:10])[CH2:5][CH2:4][CH:2]([CH3:3])[CH3:1])[CH3:16]

Participants

5

Reactant 2

HCID 83002-MethoxypropeneHCID 543168773-Nonen-5-ol, 4,8-dimethyl-

Product 1

HCID 53705091HCID 53705091, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 8058HexaneSolvent

Procedure

10 g of 2,6-dimethyl-6-nonen-5-ol and 12 7 g of isopropenyl methyl ether are mixed and treated with 3 drops of concentrated hydrochloric acid. The mixture is subsequently held at reflux temperature for 15 hours, cooled, taken up in hexane and washed neutral with sodium hydrogen carbonate solution and water. After distillation of the solvent, there are obtained 14.1 g of crude 5-[1'-methoxy-1'-methyl-ethoxy]-2,6-dimethyl-6-nonene which are rectified in a water-jet pump vacuum (boiling point 109° C./12 Torr, nD20 =1.4379). The mixed acetal decomposes when subjected to gas chromatography and must therefore be tested for purity by thin-layer chromatography (elution agent: hexane/pentane/chloroform/ethyl acetate in the ratio 25:25:50:5); Rf =0.60.

Workup

  1. temperatureat reflux temperature for 15 hours
  2. temperaturecooled
  3. washwashed neutral with sodium hydrogen carbonate solution and water
  4. distillationAfter distillation of the solvent, there

Sources & evidence

ORD record
ord-be8a1c3df996470dbca9ac9f7749b311
Source dataset
uspto-grants-1990_08
Patent number
US04948781

Reaction notes

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