Bromotrimethylsilane → 64940-58-5

HRID 1413981Notes

Reaction equation

HRID 1413981 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)[Br:13]>C(Cl)Cl>[Br: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 76113BromotrimethylsilaneHCID 12791329HCID 12791329, compound

Product 1

HCID 5411521764940-58-5Yield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

107.0 g (0.743 mol) of 3-methoxy-3-methyl-2,4-dioxa-bicyclo[3,2,0]heptane (stereoisomer mixture) and 122.0 g (0.8 mol) of trimethylbromosilane are heated under reflux in 400 ml of methylene chloride for 15 hours. Concentration and distillation in vacuo give 132.9 g (93%) of trans-1-bromo-2-acetoxy-cyclobutane. Boiling point11 78°, nD20 1.4748.

Workup

  1. concentrationConcentration and distillation in vacuo

Sources & evidence

ORD record
ord-505f94e9c8ec46d89be68f4dccfbdaee
Source dataset
uspto-grants-1981_02
Patent number
US04252738

Reaction notes

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