Carbon Tetrachloride → HCID 13718283, compound

HRID 1902534Notes

Reaction equation

[CH2:1]=[C:2]1[O:6][C:4](=[O:5])[CH2:3]1.[Br:7]C(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N.[C:24]([Cl:28])(Cl)([Cl:26])[Cl:25]>>[Br:7][C:2]1([CH2:1][C:24]([Cl:28])([Cl:26])[Cl:25])[O:6][C:4](=[O:5])[CH2:3]1

Participants

Reactant 4

HCID 5943Carbon Tetrachloride

HCID 6383Bromotrichloromethane

HCID 6547Azobisisobutyronitrile

HCID 12661Diketene

Product 1

HCID 13718283HCID 13718283, compound

Procedure

A mixture of 25.2 parts of diketene, 62.7 parts of bromotrichloromethane and 1.5 parts of azobisisobutyronitrile dissolved in 978 parts of carbon tetrachloride was irradiated by UV light at room temperature (20°-25° C.) for 5 hours. The mixture was evaporated at the water pump and the product, 4-bromo-4-(2,2,2-trichloroethyl)-oxetan-2-one, was obtained as a yellow oil which crystallised on cooling. Recrystallisation of this material three times from light petroleum ether (b.p. 40°-60° C.) gave white needles m.p. 55°-56° C.

Workup

customwas irradiated by UV light at room temperature (20°-25° C.) for 5 hours
customThe mixture was evaporated at the water pump

Sources & evidence

ORD record: ord-5bdbd975aef64d7499d3d1719266aba2
Source dataset: uspto-grants-1982_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04363923

Reaction notes

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