Epibromohydrin → 1,3-Bis(4'-methylbenzylthio)-2-propanol

HRID 259272Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 259272
[CH2:1]([CH:3]1[O:5][CH2:4]1)Br.[CH3:6][C:7]1[CH:14]=[CH:13][C:10]([CH2:11][SH:12])=[CH:9][CH:8]=1.[H-].[Na+]>O1CCCC1>[CH3:6][C:7]1[CH:14]=[CH:13][C:10]([CH2:11][S:12][CH2:1][CH:3]([OH:5])[CH2:4][S:12][CH2:11][C:10]2[CH:13]=[CH:14][C:7]([CH3:6])=[CH:8][CH:9]=2)=[CH:9][CH:8]=1

Komponenten

5

Edukt 3

HCID 18430EpibromohydrinHCID 24758Sodium hydrideHCID 782524-Methylbenzyl mercaptan

Produkt 1

HCID 214237301,3-Bis(4'-methylbenzylthio)-2-propanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

Epibromohydrin (1.37 g.) in 2 ml. dry tetrahydrofuran is added to a stirred suspension of the salt obtained by mixing 3 g. of 4-methylbenzyl mercaptan and 550 mg. of sodium hydride (56% dispersion in mineral oil) in 60 ml. dry tetrahydrofuran. The resulting solution is heated at reflux for 4 hours. Thereafter, the solvent is removed and 30 ml. of water is added to the residue. The resultant aqueous mixture is extracted with ether and the ether extracts washed with water, dried over magnesium sulfate and evaporated to dryness to yield 1,3-bis(4'-methylbenzylthio)-2-propanol.

Aufarbeitung

  1. customobtained
  2. additionby mixing 3 g
  3. temperatureThe resulting solution is heated
  4. temperatureat reflux for 4 hours
  5. customThereafter, the solvent is removed
  6. additionof water is added to the residue
  7. extractionThe resultant aqueous mixture is extracted with ether
  8. washthe ether extracts washed with water
  9. dry with materialdried over magnesium sulfate
  10. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-785573d3478846f68223b52921277ede
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04036970

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