Epibromohydrin → 1-Bromo-3-(4'-tert-butylphenylthio)-propan-2-ol

HRID 745994

Reaktionsgleichung

Reaktionsgleichung von HRID 745994
[Br:1][CH2:2][CH:3]1[O:5][CH2:4]1.[C:6]([C:10]1[CH:15]=[CH:14][C:13]([SH:16])=[CH:12][CH:11]=1)([CH3:9])([CH3:8])[CH3:7]>CO.C(N(CC)CC)C>[Br:1][CH2:2][CH:3]([OH:5])[CH2:4][S:16][C:13]1[CH:14]=[CH:15][C:10]([C:6]([CH3:9])([CH3:8])[CH3:7])=[CH:11][CH:12]=1

Komponenten

4

Edukt 2

HCID 18430EpibromohydrinHCID 754544-Tert-Butylbenzenethiol

Produkt 1

HCID 233113041-Bromo-3-(4'-tert-butylphenylthio)-propan-2-olAusbeute 102,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22728368Triethylamine methanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 64.9 ml [103.67 g (0.758 mole)] 1-bromo-2,3-epoxypropane dissolved in 18 ml methanol/triethylamine (1:1) cooled to 5°-10° C. in a water-ice bath, 124.5 g (0.75 mole) p-tert-butylthiophenol was added dropwise. After the addition was complete (about 21/4 hours), the reaction mixture was allowed to come to room temperature and was allowed to stir at room temperature for about 2 hours. Volatiles were removed in vacuo to give 233.1 g of crude product as a viscous oil.

Aufarbeitung

  1. temperaturecooled to 5°-10° C. in a water-ice bath
  2. additionAfter the addition
  3. custom(about 21/4 hours)
  4. customto come to room temperature
  5. customVolatiles were removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-50ead1572416481d8832122eb3a19d4c
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04602030

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