Diethyl Ether → HCID 53934942, compound

HRID 845003Notes

Reaction equation

HRID 845003 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].Cl[Sn](Cl)(Cl)Cl.[CH3:15][C:16]1[CH:24]=[CH:23][C:19]([CH:20]2[O:22][CH2:21]2)=[CH:18][CH:17]=1.[CH2:25](OCC)C>>[C:7]1([CH3:25])[CH:8]=[CH:9][C:4]([C@H:1]2[CH2:2][O:22][C@H:20]([C:19]3[CH:23]=[CH:24][C:16]([CH3:15])=[CH:17][CH:18]=3)[CH2:21][O:3]2)=[CH:5][CH:6]=1

Participants

5

Reactant 4

HCID 3283Diethyl EtherHCID 7410AcetophenoneHCID 24287Tin tetrachlorideHCID 1081112-(4-Methylphenyl)oxirane

Product 1

HCID 53934942HCID 53934942, compound

Procedure

One cools 10 g. acetophenone to 2° and mixes, while stirring, below 20° with 10.4 g. SnCl4. With stirring, one adds dropwise thereto at 20°, within 1 hour, 13.4 g. p-methylstyrene oxide, warms the mixture to 28°, works up as usual with diethyl ether/10% aqueous sodium hydroxide solution and obtains trans-2,5-di-p-tolyl-1,4-dioxane, m.p. 200°, C 110°, Rf 0.45 (silica gel/toluene).

Workup

  1. customto 2°
  2. stirringWith stirring
  3. additionone adds dropwise
  4. customto 28°

Sources & evidence

ORD record
ord-2c0dacc11d9c4d79b67192cb26629e4b
Source dataset
uspto-grants-1988_07
Patent number
US04755323

Reaction notes

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