Hydrogen Bromide → HCID 178444239, compound

HRID 1742777Notes

Reaction equation

HRID 1742777 reaction equation
P(Br)(Br)Br.[BrH:5].[CH2:6]([C@H:11]1[CH2:16][CH2:15][C@H:14](O)[CH2:13][CH2:12]1)[CH2:7][CH2:8][CH2:9][CH3:10]>O>[CH2:6]([C@H:11]1[CH2:16][CH2:15][C@H:14]([Br:5])[CH2:13][CH2:12]1)[CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24614Phosphorus tribromideHCID 178444573HCID 178444573, compound

Product 1

HCID 178444239HCID 178444239, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 104 g of phosphorus tribromide and 5 drops of a 48% aqueous solution of hydrogen bromide, 138 g of trans-4-pentylcyclohexanol were added dropwise under stirring while the temperature was controlled below 10° C. After the completion of the dropwise addition, the reaction mixture was reacted for one hour at the same temperature and then at room temperature for additional 1 hour. After the completion of the reaction, the reaction mixture was added with 200 ml of water, followed by extraction with diethyl ether. After the extract was washed with saturated NaCl, anhydrous sodium sulfate was added to dry the extract. The resultant mixture was filtered and the solvent was distilled off from the filtrate under reduced pressure, whereby trans-4-pentylcyclohexyl bromide was obtained.

Workup

  1. additionwere added dropwise
  2. customwas controlled below 10° C
  3. additionAfter the completion of the dropwise addition
  4. customthe reaction mixture was reacted for one hour at the same temperature
  5. customAfter the completion of the reaction
  6. extractionfollowed by extraction with diethyl ether
  7. washAfter the extract was washed with saturated NaCl, anhydrous sodium sulfate
  8. additionwas added
  9. customto dry the extract
  10. filtrationThe resultant mixture was filtered
  11. distillationthe solvent was distilled off from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-67b9ec694ab648a58c81134ea557fb07
Source dataset
uspto-grants-1994_08
Patent number
US05342546

Reaction notes

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