Trimethylsilyl iodide → HCID 54056296, compound

HRID 1413982Notes

Reaction equation

HRID 1413982 reaction equation
C[O:2][C:3]1([CH3:10])O[CH:8]2[CH:5]([CH2:6][CH2:7]2)[O:4]1.C[Si](C)(C)[I:13]>C(Cl)Cl>[I:13][C@@H:8]1[CH2:7][CH2:6][C@H:5]1[O:4][C:3](=[O:2])[CH3:10]

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 12791329HCID 12791329, compound

Product 1

HCID 54056296HCID 54056296, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

73.4 g (0.51 mol) of 3-methoxy-3-methyl-2,4-dioxa-bicyclo[3,2,0]heptane (stereoisomer mixture) and 102.0 g (0.51 mol) of trimethyliodosilane in 300 ml of methylene chloride are heated to the reflux for 15 hours. Working up by distillation gives 93.6 g (82%) of trans-1-iodo-2-acetoxy-cyclobutane. Boiling point12 94°-95°, nD20 1.5203.

Workup

  1. temperaturereflux for 15 hours
  2. distillationWorking up by distillation

Sources & evidence

ORD record
ord-bf9247bb0cbf47dbaaca4adf4584fa8a
Source dataset
uspto-grants-1981_02
Patent number
US04252738

Reaction notes

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