Water → HCID 287462, compound

HRID 2120040Notes

Reaction equation

HRID 2120040 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[OH-].[Na+].[CH2:11](Br)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].O>C(O)C>[CH2:22]([O:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=1)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH3:11]

Participants

6

Reactant 4

HCID 962WaterHCID 78084-BromophenolHCID 89191-BromododecaneHCID 14798Sodium Hydroxide

Product 1

HCID 287462HCID 287462, compoundYield 64.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 200 g of ethanol were dissolved 86.5 g (0.5 mol) of 4-bromophenol and 22 g (0.55 mol) of sodium hydroxide. To the solution at 70° C., 137 g (0.55 mol) of n-dodecyl bromide was added dropwise. The solution was allowed to ripen for 4 hours and cooled to room temperature, after which 120 g of water was added. The oily matter separated therefrom was concentrated by a rotary evaporator, followed by vacuum distillation (boiling point 178-180° C./0.5 Torr), yielding 110 g of 4-n-dodecyloxyphenyl bromide.

Workup

  1. customThe oily matter separated
  2. concentrationtherefrom was concentrated by a rotary evaporator
  3. distillationfollowed by vacuum distillation (boiling point 178-180° C./0.5 Torr)

Sources & evidence

ORD record
ord-734f5a4003c84a69ac303e337bf62496
Source dataset
uspto-grants-2004_02
Patent number
US06689530B2

Reaction notes

Loading…