1,4-Dibromobutane → 1-(4-Bromobutoxy)-2-propylbenzene

HRID 1383145Notes

Reaction equation

HRID 1383145 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])[CH2:2][CH3:3].[OH-].[Na+].[Br:13][CH2:14][CH2:15][CH2:16][CH2:17]Br>C(Cl)Cl.O.S(=O)(=O)(O)[O-].C([N+](CCCC)(CCCC)CCCC)CCC>[Br:13][CH2:14][CH2:15][CH2:16][CH2:17][O:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH2:1][CH2:2][CH3:3]

Participants

7

Reactant 3

HCID 80561,4-DibromobutaneHCID 125702-PropylphenolHCID 14798Sodium Hydroxide

Product 1

HCID 144059481-(4-Bromobutoxy)-2-propylbenzeneYield 101%

Reagents, catalysts & solvents 3

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to the procedure of Example 7 using 2-n-propylphenol (10 g, 0.073 mol) in methylene chloride (100 ml), sodium hydroxide (6.0 g, 0.146 mol) in water (100 ml), 1,4-dibromobutane (55 g, 0.255 mol) and tetra-n-butylammonium bisulfate (26 g, 0.073 mol). The crude product was distilled (b.p. 110°-112°/0.25 mm Hg) to give 20 g (80%) of the title compound.

Workup

  1. customThe title compound was prepared
  2. distillationThe crude product was distilled (b.p. 110°-112°/0.25 mm Hg)

Sources & evidence

ORD record
ord-c507ca7079e84e21828ae8f85c8d746f
Source dataset
uspto-grants-1989_02
Patent number
US04808729

Reaction notes

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