Bromine → HCID 53870913, compound

HRID 2418988Notes

Reaction equation

HRID 2418988 reaction equation
[CH:1]12[CH2:10][CH:6]([CH2:7][CH2:8][CH2:9]1)[CH:5]1[CH2:11][CH:2]2[CH2:3][CH2:4]1.[Br:12]Br.S([O-])(O)=O.[Na+]>>[Br:12][C:1]12[CH2:10][CH:6]([CH2:7][CH2:8][CH2:9]1)[CH:5]1[CH2:11][CH:2]2[CH2:3][CH2:4]1

Participants

4

Reactant 3

HCID 24408BromineHCID 13070377HCID 13070377, compoundHCID 23665763Sodium Bisulfite

Product 1

HCID 53870913HCID 53870913, compoundYield 65.5%

Procedure

1.0 Gram (4.8 millimoles) of tricyclo [4.3.1.12,5 ] undecane is added to 2 ml (38.7 millimiles) of liquid bromine and the mixture is stirred at room temperature for 17 hours. The reaction mixture is added slowly to a cooled saturated solution of sodium hydrogensulfite under stirring to remove excess bromine. The aqueous solution is extracted twice, each time with 20 ml of carbon tetrachloride and the extract is dried with magnesium sulfate. Carbon tetrachloride is distilled off and the residue (1.9 g) is distilled under reduced pressure to collect a fraction boiling at 96°-8° C/2mmHg . 1.0 Gram (yield: 65.5%) of 1-bromotricyclo [4.3.1.12,5 ] undecane is thus obtained. Upon cooling, white crystals having a melting point of 57.5°-58.5° C are obtained.

Workup

  1. stirringunder stirring
  2. customto remove excess bromine
  3. extractionThe aqueous solution is extracted twice
  4. dry with materialeach time with 20 ml of carbon tetrachloride and the extract is dried with magnesium sulfate
  5. distillationCarbon tetrachloride is distilled off
  6. distillationthe residue (1.9 g) is distilled under reduced pressure
  7. customto collect a fraction boiling at 96°-8° C/2mmHg

Sources & evidence

ORD record
ord-d7647d23b35440fda84621bde0b53e4c
Source dataset
uspto-grants-1978_08
Patent number
US04104305

Reaction notes

Loading…