Water → Methanesulfonic acid 2-(4-chloro-benzyloxy)-ethyl ester

HRID 2261245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2261245
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Cl:6][C:7]1[CH:17]=[CH:16][C:10]([CH2:11][O:12][CH2:13][CH2:14][OH:15])=[CH:9][CH:8]=1.C(N(C(C)C)CC)(C)C.O>C(Cl)Cl>[Cl:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:11][O:12][CH2:13][CH2:14][O:15][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:16][CH:17]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 27637512-[(4-Chlorobenzyl)oxy]-1-ethanol

Produkt 1

HCID 59593471Methanesulfonic acid 2-(4-chloro-benzyloxy)-ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of methanesulfonyl chloride (980 μL, 12.6 mmol) in dry DCM (10 mL) was slowly added to a cooled (0° C.) solution of 2-(4-chloro-benzyloxy)-ethanol (2.14 g, 11.46 mmol) and diisopropyethylamine (2.0 mL, 23 mmol) in dry DCM (10 mL). The reaction mixture was allowed to warm to RT overnight. Water was added and the organic layer was dried (MgSO4) and concentrated. The residue was purified by column chromatography over silica using a gradient of 0-20% diethyl ether/cyclohexane to afford the pure product.

Aufarbeitung

  1. dry with materialthe organic layer was dried (MgSO4)
  2. concentrationconcentrated
  3. customThe residue was purified by column chromatography over silica using a gradient of 0-20% diethyl ether/cyclohexane
  4. customto afford the pure product

Quellen und Nachweise

ORD-Eintrag
ord-58bc85cb922144c3bfaba53750531d1d
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07846955B2

Notizen zur Reaktion

Wird geladen…