Cyclohexane → HCID 15529886, compound

HRID 2195588Notes

Reaction equation

HRID 2195588 reaction equation
[CH2:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:7]([Br:11])([CH3:10])([CH3:9])[CH3:8].[Br-].[Al+3].[Br-].[Br-]>O>[Br:11][C:7]12[CH2:10][CH:3]3[CH2:4][CH:5]([CH2:6][C:1]([CH2:6][CH2:1][CH2:2][CH3:3])([CH2:2]3)[CH2:8]1)[CH2:9]2

Participants

5

Reactant 3

HCID 8078CyclohexaneHCID 10485t-Butyl bromideHCID 166749Bromhydrol

Product 1

HCID 15529886HCID 15529886, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a 200 ml egg plant-shaped flask, 8.8 g (0.046 moles) of 1-(n-butyl)adamantane obtained above was weighed and placed. Under the stream of nitrogen gas, 100 ml of cyclohexane was added, and a solution was prepared. While the solution was kept at 0° C. in an ice bath, 8.8 g (0.063 moles) of t-butyl bromide and 0.4 g (0.0014 moles) of aluminum bromide were added, and the reaction was allowed to proceed for 2 hours. To the reaction fluid, 100 ml of ion-exchanged water was added, and the extraction with cyclohexane was conducted using a separation funnel. The solvent was removed using an evaporator, and 10.4 g of 1-bromo-3-(n-butyl)adamantane of the object compound was obtained as a colorless transparent liquid substance (the yield: 84%).

Workup

  1. customa solution was prepared
  2. customWhile the solution was kept at 0° C. in an ice bath
  3. extractionthe extraction with cyclohexane
  4. customThe solvent was removed
  5. customan evaporator, and 10.4 g of 1-bromo-3-(n-butyl)adamantane of the object compound
  6. customwas obtained as a colorless transparent liquid substance (the yield: 84%)

Sources & evidence

ORD record
ord-387b0780b0fb49569d37046cb9764b76
Source dataset
uspto-grants-2012_12
Patent number
US08337982B2

Reaction notes

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