Water → HCID 23437437, compound

HRID 2120038Notes

Reaction equation

HRID 2120038 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[CH3:9].[OH-].[Na+].[CH2:12](Br)[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].O>C(O)C>[CH2:12]([O:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([CH3:9])[CH:4]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

6

Reactant 4

HCID 962WaterHCID 17324-Chloro-3-methylphenolHCID 81011-BromohexaneHCID 14798Sodium Hydroxide

Product 1

HCID 23437437HCID 23437437, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 200 g of ethanol were dissolved 71.2 g (0.5 mol) of 4-chloro-3-methylphenol and 22 g (0.55 mol) of sodium hydroxide. To the solution at 70° C., 90.8 g (0.55 mol) of n-hexyl 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 was separated therefrom and concentrated by a rotary evaporator, followed by vacuum distillation (boiling point 115-117° C./0.3 Torr), yielding 102 g of 4-n-hexyloxy-2-methylphenyl chloride.

Workup

  1. customThe oily matter was separated
  2. concentrationconcentrated by a rotary evaporator
  3. distillationfollowed by vacuum distillation (boiling point 115-117° C./0.3 Torr)

Sources & evidence

ORD record
ord-ffdbe2f404ce44cfa5b3209fb972baa8
Source dataset
uspto-grants-2004_02
Patent number
US06689530B2

Reaction notes

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