Methanesulfonyl chloride → 3-(4-Bromophenyl)propyl methanesulphonate

HRID 217775

Reaktionsgleichung

Reaktionsgleichung von HRID 217775
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][OH:11])=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>ClCCl>[CH3:21][S:22]([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:24])=[O:23]

Komponenten

5

Edukt 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 105606143-(4-Bromophenyl)propan-1-ol

Produkt 1

HCID 196884663-(4-Bromophenyl)propyl methanesulphonateAusbeute 98,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 3-(4-Bromophenyl)propan-1-ol (500 g, 2.30 mol) and diisopropylethylamine (312 g, 2.40 mol) in anhydrous dichloromethane (4 L) at 0˜5° C. was added dropwise methanesulphonyl chloride (280 g, 2.40 mol) slowly. After addition, the reaction mixture was stirred for 1 hour at 0˜5° C. The reaction mixture was washed with brine (1 L) twice. The organic phase was concentrated in vacuo to afford the subtitle compound (i) (667 g). HPLC Retention Time=1.353 min.

Aufarbeitung

  1. additionAfter addition
  2. washThe reaction mixture was washed with brine (1 L) twice
  3. concentrationThe organic phase was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1f92c5e26ddd484ea11e7af9ea1e0168
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198285B2

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