Dichloromethane → 3-(4-Bromophenyl)propyl methanesulphonate

HRID 217784

Reaktionsgleichung

Reaktionsgleichung von HRID 217784
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][OH:11])=[CH:4][CH:3]=1.ClCCl.[CH3:15][S:16](Cl)(=[O:18])=[O:17]>C(N(CC)CC)C>[CH3:15][S:16]([O:11][CH2:10][CH2:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=1)(=[O:18])=[O:17]

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 31297Methanesulfonyl chlorideHCID 105606143-(4-Bromophenyl)propan-1-ol

Produkt 1

HCID 196884663-(4-Bromophenyl)propyl methanesulphonateAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

3-(4-Bromophenyl)propan-1-ol (335 g) and dichloromethane (2.5 L) was charged into Reactor 1. Reactor 1 was adjusted to −10 to 0° C. Triethylamine (205 g) was charged into Reactor 1. Methanesulphonyl chloride (272.7 g) was added dropwise into Reactor 1 maintaining contents at <0° C. Reactor 1 was stirred at −5 to 5° C. for 1 h then analysed for reaction completion. The organic layer was washed with water (1 L) and saturated NaCl solution (1 L). The organic layer was evaporated down to dryness to give 3-(4-bromophenyl)propyl methanesulfonate (418 g).

Aufarbeitung

  1. customReactor 1 was adjusted to −10 to 0° C
  2. customthen analysed for reaction completion
  3. washThe organic layer was washed with water (1 L) and saturated NaCl solution (1 L)
  4. customThe organic layer was evaporated down to dryness

Quellen und Nachweise

ORD-Eintrag
ord-7e3f71f2fd514fcd9d7d6fb40e69d52f
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198285B2

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