Triethylamine → HCID 13638465, Verbindung

HRID 2169194Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2169194
[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([CH3:5])[CH2:3][OH:4].C(N(CC)CC)C.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>ClCCl>[CH3:19][S:20]([O:4][CH2:3][C:2]([CH3:1])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH3:5])(=[O:22])=[O:21]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 219535beta,beta-Dimethylbenzeneethanol

Produkt 1

HCID 13638465HCID 13638465, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2-Methyl-2-phenylpropan-1-ol (51) (8.5 g, 56.6 mmol, Eq: 1.00) was stirred in dichloromethane (90.4 ml) at 0° C., triethylamine (6.87 g, 9.46 ml, 67.9 mmol, Eq: 1.2) and then methanesulfonyl chloride (7.13 g, 4.82 ml, 62.2 mmol, Eq: 1.1) were added over 3 minutes. The reaction mixture was stirred at 0° C. for 30 minutes, removed from the ice bat h and allowed to warm to room temperature and stirred for 15 hours. The reaction mixture was diluted with dichloromethane, washed with water, saturated sodium bicarbonate, and brine, and dried with magnesium sulfate. The solvent was removed on a rotary evaporator to give 2-methyl-2-phenylpropyl methanesulfonate (52) as a clear oil, (12.0 g, 93%).

Aufarbeitung

  1. customremoved from the ice bat h
  2. temperatureto warm to room temperature
  3. stirringstirred for 15 hours
  4. additionThe reaction mixture was diluted with dichloromethane
  5. washwashed with water, saturated sodium bicarbonate, and brine
  6. dry with materialdried with magnesium sulfate
  7. customThe solvent was removed on a rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-2ea9144fece349eea69f4b5959898184
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09045486B2

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