Triethylamine → 3-(4-Pentylphenyl)propyl mesylate

HRID 1072714Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1072714
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH2:14][OH:15])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].C(N(CC)CC)C.[S:23](Cl)([CH3:26])(=[O:25])=[O:24]>C1COCC1>[S:23]([O:15][CH2:14][CH2:13][CH2:12][C:9]1[CH:8]=[CH:7][C:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:11][CH:10]=1)(=[O:25])(=[O:24])[CH3:26]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 223875953-(4-Pentylphenyl)propanol

Produkt 1

HCID 223874783-(4-Pentylphenyl)propyl mesylateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 3-(4-pentylphenyl)propanol (30.8 g, 149 mmol) and triethylamine (22 ml, 155 mmol) in THF (300 ml) was added mesyl chloride (11.6 ml, 150 mmol) at 0° C., and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into ice and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over magnesium sulfate anhydride, and the organic layer was concentrated to give the object compound as an oily substance. 42.4 g, (yield 100%)

Aufarbeitung

  1. additionThe reaction mixture was poured into ice
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over magnesium sulfate anhydride
  5. concentrationthe organic layer was concentrated
  6. customto give the object compound as an oily substance

Quellen und Nachweise

ORD-Eintrag
ord-c5e90e2b0fab4f7fba9bccd76f5f860d
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06911468B2

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