1,6-Dibromohexane → 1-[4-[(6-Bromohexyl)oxy]butyl]benzene

HRID 2308415Notes

Reaction equation

HRID 2308415 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][OH:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]Br.[OH-].[K+]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[Br:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:11][CH2:10][CH2:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 123681,6-DibromohexaneHCID 14797Potassium HydroxideHCID 76889Benzenebutanol

Product 1

HCID 110124391-[4-[(6-Bromohexyl)oxy]butyl]benzene

Reagents, catalysts & solvents 1

HCID 94433Tetrabutylammonium hydrogen sulfateCatalyst

Procedure

To a mixture of 5 ml (0.0323 mol) of 4-phenylbutanol and 10.1 ml (0.0657 mol) of 1,6-dibromohexane are added, with stirring, 8 g of powdered (0.121 mol of KOH) caustic potash, whereupon the temperature rises to about 30° C. Then 1.1 g (0.0033 mol) of tetra-n-butylammonium hydrogen sulphate are added, whereupon the temperature rises to about 65° C.

Workup

  1. additionare added
  2. customrises to about 30° C
  3. customrises to about 65° C.

Sources & evidence

ORD record
ord-fd1e20daa82f4062ae8ccc29edc6afde
Source dataset
uspto-grants-2004_12
Patent number
US06835857B2

Reaction notes

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