Trimethylsilyl iodide → HCID 53914308, compound

HRID 1413987Notes

Reaction equation

HRID 1413987 reaction equation
C[O:2][C:3]1([CH3:12])[O:9][CH:8]2[CH:5]([CH2:6][C:7]2([CH3:11])[CH3:10])O1.C[Si](C)(C)[I:15]>C(Cl)Cl>[I:15][C@@H:5]1[CH2:6][C:7]([CH3:11])([CH3:10])[C@H:8]1[O:9][C:3](=[O:2])[CH3:12]

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 20289340HCID 20289340, compound

Product 1

HCID 53914308HCID 53914308, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

34.4 g (0.2 mol) of 3-methoxy-3,6,6-trimethyl-2,4-dioxa-bicyclo[3,2,0]heptane (stereoisomer mixture) and 44.0 g (0.22 mol) of trimethyliodosilane are heated to the reflux in 150 ml of methylene chloride for 15 hours. Concentration and fractional distillation in vacuo give 40.2 g (75%) of trans-1-iodo-2-acetoxy-3,3-dimethyl-cyclobutane. Boiling point0.1 38°-39°, nD20 1.5008.

Workup

  1. concentrationConcentration and fractional distillation in vacuo

Sources & evidence

ORD record
ord-87ac06bb96724191bc98a18ad809296a
Source dataset
uspto-grants-1981_02
Patent number
US04252738

Reaction notes

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