Benzyl Chloride → (2,5-Dimethyl-3-nitrophenyl)-benzyl ether

HRID 426838Notes

Reaction equation

HRID 426838 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([CH3:11])=[CH:4][C:3]=1[OH:12].C(=O)([O-])[O-].[K+].[K+].[CH2:19](Cl)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C)C=O>[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([CH3:11])=[CH:4][C:3]=1[O:12][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 189815232,5-Dimethyl-3-nitrophenol

Product 1

HCID 20390195(2,5-Dimethyl-3-nitrophenyl)-benzyl ether

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 433 g. 2,5-dimethyl-3-nitrophenol, 360 g. potassium carbonate, 326 ml. benzyl chloride and 2 liters dimethyl formamide is stirred overnight at 50° C. The reaction mixture is then filtered with suction and the filtrate is evaporated to dryness in a vacuum. The residue is poured on to 4 liters of ice-water and, after suction filtration and drying in the air, there are obtained 668 g. of yellowish crystals; m.p. 66°-68° C.

Workup

  1. additionA mixture of 433 g
  2. filtrationThe reaction mixture is then filtered with suction
  3. customthe filtrate is evaporated to dryness in a vacuum
  4. additionThe residue is poured on to 4 liters of ice-water
  5. filtrationafter suction filtration
  6. customdrying in the air, there
  7. customare obtained 668 g

Sources & evidence

ORD record
ord-b94e3064a0a14acbbb967ee7ae03b2c1
Source dataset
uspto-grants-1979_10
Patent number
US04171446

Reaction notes

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