Thionyl bromide → HCID 54431373, compound

HRID 426529Notes

Reaction equation

HRID 426529 reaction equation
S(Br)([Br:3])=O.[C:5]([C:8]12[CH2:17][CH:13]([CH2:14][CH2:15][CH2:16]1)[CH:12]1[CH2:18][CH:9]2[CH2:10][CH2:11]1)(O)=[O:6]>C1C=CC=CC=1>[Br:3][C:5]([C:8]12[CH2:17][CH:13]([CH2:14][CH2:15][CH2:16]1)[CH:12]1[CH2:18][CH:9]2[CH2:10][CH2:11]1)=[O:6]

Participants

4

Reactant 2

HCID 68176Thionyl bromideHCID 54204432HCID 54204432, compound

Product 1

HCID 54431373HCID 54431373, compoundYield 75.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3 g of thionyl bromide was added dropwise with stirring to 2.0 g (10.3 mmoles) of 1-carboxytricyclo[4.3.1.12,5 ]undecane dissolved in 20 ml of anhydrous benzene at room temperature. The mixture was heated under reflux for 1.5 hours. After cooling, the excess thionyl bromide and benzene were distilled off under reduced pressure. The residue obtained was distilled under reduced pressure to afford 2.0 g (yield: 75.5%) of 1-bromocarbonyltricyclo[4.3.1.12,5 ]undecane having a boiling point of 116° C. (1 mmHg).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 1.5 hours
  3. temperatureAfter cooling
  4. distillationthe excess thionyl bromide and benzene were distilled off under reduced pressure
  5. customThe residue obtained
  6. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-5e38887ede9d44d4ab42a5bcb12e3a42
Source dataset
uspto-grants-1979_10
Patent number
US04169953

Reaction notes

Loading…