2,2-Bis(bromomethyl)-1,3-propanediol → 5,5-Bis(bromomethyl)-2,2-dimethyl-1,3-dioxane

HRID 1518217Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1518217
O.[C:2]1(C)[CH:7]=CC(S(O)(=O)=O)=C[CH:3]=1.[Br:13][CH2:14][C:15]([CH2:20][Br:21])([CH2:18][OH:19])[CH2:16][OH:17]>CC(C)=O.COC(OC)(C)C>[Br:13][CH2:14][C:15]1([CH2:20][Br:21])[CH2:18][O:19][C:2]([CH3:7])([CH3:3])[O:17][CH2:16]1

Komponenten

4

Edukt 2

HCID 186922,2-Bis(bromomethyl)-1,3-propanediolHCID 521998p-Toluenesulfonic acid monohydrate

Produkt 1

HCID 145372285,5-Bis(bromomethyl)-2,2-dimethyl-1,3-dioxane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23511411Acetone 2,2-dimethoxypropaneLösungsmittel

Versuchsvorschrift

Para-toluenesulfonic acid monohydrate (0.1 eq) was added at 0° C. to a 0.2M solution of 2,2-bis(bromomethyl)propane-1,3-diol in acetone/2,2-dimethoxypropane (10:1) and the solution was stirred for 2 h at RT. Filtration over a pad of neutral alumina with EtOAc afforded the title compound as a white solid after evaporation of the solvent in vacuo (quant). 1H NMR (300 MHz, CDCl3, 300 K) δ 3.80 (s, 4H), 3.58 (s, 4H), 1.42 (s, 6H).

Aufarbeitung

  1. filtrationFiltration over a pad of neutral alumina with EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-e079e5589e4640afb74c5aa111b5dfba
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08232390B2

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