1-Bromo-3,7-dimethylocta-2,6-diene → HCID 54127646, compound

HRID 2164177Notes

Reaction equation

HRID 2164177 reaction equation
[Na].[CH2:2]([C:4]1[CH:9]=[CH:8][C:7]([SH:10])=[CH:6][CH:5]=1)[CH3:3].Br[CH2:12][CH:13]=[C:14]([CH3:21])[CH2:15][CH2:16][CH:17]=[C:18]([CH3:20])[CH3:19]>CO>[CH2:2]([C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:12][CH:13]=[C:14]([CH3:21])[CH2:15][CH2:16][CH:17]=[C:18]([CH3:20])[CH3:19])=[CH:6][CH:5]=1)[CH3:3]

Participants

5

Reactant 3

HCID 802281-Bromo-3,7-dimethylocta-2,6-dieneHCID 27589144-EthylthiophenolHCID 5360545Sodium

Product 1

HCID 54127646HCID 54127646, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2 g. of sodium in 50 ml. of methanol at about 0° is added 35 g. of p-ethylphenylmercaptan. After about 0.5 hour, 15 g. of 1-bromo-3,7-dimethylocta-2,6-diene is added and then the mixture is refluxed for about two hours. Then the solvent is evaporated and the concentrate taken up in petroleum ether which is washed with water, dried over magnesium sulfate and evaporated under reduced pressure to yield 1-(p-ethylphenyl)thio-3,7-dimethylocta-2,6-diene which can be purified by chromatography. ##STR11##

Workup

  1. temperaturethe mixture is refluxed for about two hours
  2. customThen the solvent is evaporated
  3. washis washed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-dc991f029c8942758bb6d54b0c6394fc
Source dataset
uspto-grants-1979_01
Patent number
US04137273

Reaction notes

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