Bromotrimethylsilane → HCID 54134121, compound

HRID 1413986Notes

Reaction equation

HRID 1413986 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)[Br:15]>C(Cl)Cl>[Br: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 76113BromotrimethylsilaneHCID 20289340HCID 20289340, compound

Product 1

HCID 54134121HCID 54134121, compoundYield 79%

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 33.6 g (0.22 mol) of trimethylbromosilane in 150 ml of methylene chloride are heated to the reflux for 15 hours. Evaporation and fractional distillation of the residue in vacuo give 34.9 g (79%) of trans-1-bromo-2-acetoxy-3,3-dimethyl-cyclobutane. Boiling point14 87°-89°, nD20 1.4629.

Workup

  1. temperaturereflux for 15 hours
  2. customEvaporation and fractional distillation of the residue in vacuo

Sources & evidence

ORD record
ord-bed9a3a0409a4813a0bcb9f8853fc571
Source dataset
uspto-grants-1981_02
Patent number
US04252738

Reaction notes

Loading…