Bromine → HCID 53870913, compound

HRID 1763390Notes

Reaction equation

HRID 1763390 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 millimoles) of liquid bromine and the whole 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 combined extracts are dried with magnesium sulfate. Carbon tetrachloride is distilled out and the residue (1.9 g) is distilled under reduced pressure to collect a fraction boiling at 96°-8° C/2mmHg to obtain 1.0 g (yield 65.5%) of 1-bromotricyclo [4.3.1.12,5 ] undecane. Upon cooling, white crystals of a melting point of 57.5° to 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 combined extracts are dried with magnesium sulfate
  5. distillationCarbon tetrachloride is distilled out
  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-f6e9118dfaea449da34fccbf8c7d6eb3
Source dataset
uspto-grants-1978_09
Patent number
US04111990

Reaction notes

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