Reaktion #1371043

ord-51c44279ec6341eeb945508f20206d61

Reaktionsgleichung

CCC=Cc1cc(S(=O)(=O)c2ccc(C(C)(C)C)c(C=CCC)c2)ccc1C(C)(C)C
3-butenyl-4-t-butylphenyl sulfone
[CH3][SnH]([CH3])[CH3]
trimethyltin hydride
→
CC(C)(C)c1ccc(S(=O)(=O)CCC[CH2][Sn]([CH3])([CH3])[CH3])cc1
4-(p-t-butylphenyl-sulfonyl)butyltrimethylstannane
Ausbeute 20.3%

Edukte

CCC=Cc1cc(S(=O)(=O)c2ccc(C(C)(C)C)c(C=CCC)c2)ccc1C(C)(C)C
3-butenyl-4-t-butylphenyl sulfone
[CH3][SnH]([CH3])[CH3]
trimethyltin hydride

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe irradiation
  2. 2
    SonstigeRecrystallization of the product from petroleum ether

Vorschrift

The procedure described in Example 1 was employed except that 10.7 g (42.5 mmoles) of 3-butenyl-4-t-butylphenyl sulfone and 7.0 g (42.5 mmoles) of trimethyltin hydride were the reactants. The irradiation proceeded for 70 hours. Recrystallization of the product from petroleum ether afforded 3.6 g of 4-(p-t-butylphenyl-sulfonyl)butyltrimethylstannane, m.p. 80°-81.8° C. The presence of both the sulfonyl and trimethyltin moieties was indicated by strong infrared absorption bands at 1300 cm-1, 1282 cm-1, 1147 cm-1 (--SO2 --) and 780 cm-1 [(CH3)3Sn--] employing a KBR disc. Nuclear magnetic resonance spectroscopy (NMR) showed the following:

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US03976672uspto-grants-1976_08