1,4-Dibromobutane → HCID 67055241, compound

HRID 601646Notes

Reaction equation

HRID 601646 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.Br[CH2:13][CH2:14][CH2:15]CBr.C(O[K])(C)(C)C>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[C:6]1([CH2:15][CH2:14][CH2:13]1)[CH2:5]2

Participants

5

Reactant 3

HCID 80561,4-DibromobutaneHCID 5206955-Bromo-1-indanoneHCID 178418922HCID 178418922, compound

Product 1

HCID 67055241HCID 67055241, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
130 °C

Procedure

100 mg of 5-bromo-1-oxoindane was dissolved in 10 ml of toluene, 0.3 ml of 1,4-dibromobutan and 132 mg of tert-butoxypotassium were added, and the mixture was stirred all night by heating at 130° C. under reflux. The reaction solution was cooled down to room temperature, the solvents were distilled outunder reduced pressure and the residues were separated and purified by silicagel chromatography (ethyl acetate/hexane=1/2) to obtain 71 mg of the above compound as a yellow oily matter.

Workup

  1. temperatureunder reflux
  2. temperatureThe reaction solution was cooled down to room temperature
  3. distillationthe solvents were distilled outunder reduced pressure
  4. customthe residues were separated
  5. custompurified by silicagel chromatography (ethyl acetate/hexane=1/2)

Sources & evidence

ORD record
ord-f086d7c65cdc407ca46fc42db8be21e0
Source dataset
uspto-grants-2011_03
Patent number
US07902369B2

Reaction notes

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