Dichloromethane → 3-(2,2,3,3,3-Pentafluoropropoxy)methyl-4-methyl-1-nitrobenzene

HRID 703344

Reaction equation

HRID 703344 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH2:4]Cl.[F:13][C:14]([F:21])([C:17]([F:20])([F:19])[F:18])[CH2:15][OH:16].[OH-].[K+].ClCCl>CN(C)C=O>[F:13][C:14]([F:21])([C:17]([F:20])([F:19])[F:18])[CH2:15][O:16][CH2:4][C:3]1[CH:6]=[C:7]([N+:10]([O-:12])=[O:11])[CH:8]=[CH:9][C:2]=1[CH3:1]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 98722,2,3,3,3-PentafluoropropanolHCID 14797Potassium HydroxideHCID 1879522-(Chloromethyl)-1-methyl-4-nitrobenzene

Product 1

HCID 150701683-(2,2,3,3,3-Pentafluoropropoxy)methyl-4-methyl-1-nitrobenzene

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 16.5 ml of dimethylformamide, 5.00 g (0.027 mol) of 2-methyl-5-nitrobenzyl chloride and 21.3 g (0.135 mol) of 2,2,3,3,3-pentafluoropropanol were dissolved. The solution was then added with 2.29 g (0.041 mol) of KOH pellets and stirred overnight. Dichloromethane was added and the precipitated salts were filtered out. The filtrate was acidified with dilute hydrochloric acid and then the solvents were distilled off.

Workup

  1. filtrationthe precipitated salts were filtered out
  2. distillationthe solvents were distilled off

Sources & evidence

ORD record
ord-fe6198eb9b0a45a8ba52b72219df5ea0
Source dataset
uspto-grants-1991_01
Patent number
US04983209

Linked notes

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