1,2-Dibromo-3,4-dimethylbenzene → Indan-2,2-diphosphonic acid

HRID 2165053Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2165053
C([O:4][P:5]([CH2:11][P:12]([O:18]C(C)C)(=[O:17])[O:13]C(C)C)(=[O:10])[O:6]C(C)C)(C)C.Br[C:23]1[C:24](Br)=[C:25]([CH3:30])[C:26]([CH3:29])=[CH:27][CH:28]=1>>[CH2:29]1[C:26]2[C:25](=[CH:24][CH:23]=[CH:28][CH:27]=2)[CH2:30][C:11]1([P:5]([OH:6])(=[O:10])[OH:4])[P:12]([OH:13])(=[O:17])[OH:18]

Komponenten

3

Edukt 2

HCID 343431,2-Dibromo-3,4-dimethylbenzeneHCID 74266Tetraisopropyl methylenediphosphonate

Produkt 1

HCID 13934491Indan-2,2-diphosphonic acidAusbeute 70 %

Versuchsvorschrift

Using the procedure described in Example I, tetraisopropylmethanediphosphonate MDP was converted to the desired ester in 70% yield by reaction with dibromo-o-xylene at 80° C. for 3 h: mp 55°-57° C.; 1H NMR (CDCl3) 7.15 (s, 4H, aromatic), 5.00-4.55 (m, 4H, CH), 3.60 (t, 4H, J=17.6 Hz, CH2), 1.26 (t, 24H, J=6 Hz, CH3); 31P NMR (CDCl3) 24.7 ppm; Cl mass spectrum m/e 447 (MH+). Anal. calcd for C21H36O6P2 : C, 56.49; H, 8.13; P, 13.88. Found: C, 56.71; H, 8.24; P, 14.18.

Quellen und Nachweise

ORD-Eintrag
ord-ae2c0b1877e34a8580f8f725342e0bfa
Quelldatensatz
uspto-grants-1990_07
Patentnummer
US04939131

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