4-METHOXY-3-METHYLBENZYL CHLORIDE Chemical Properties

Boiling point:

143°C 25mm

Density 

1,11 g/cm³

storage temp. 

Storage temp. 2-8°C

Appearance

Colorless to light yellow Liquid

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

RIDADR 

UN1760

HazardClass 

8

PackingGroup 

III

MSDS

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4-METHOXY-3-METHYLBENZYL CHLORIDE Usage And Synthesis

Synthesis

The general procedure for the synthesis of 4-methoxy-3-methylbenzyl chloride from hexachloroethane and 4-methoxy-3-methylbenzyl alcohol is as follows: to a stirred solution of 4-methoxy-3-methylbenzyl alcohol (2.31 g, 15.18 mmol, 1 eq.) in anhydrous methylene chloride (50 mL, 0.3 M) was added hexachloroethane (3.59 g, 15.18 mmol, 1 eq.) and triphenylphosphine (3.98 g, 15.18 mmol, 1 eq.) in sequence. ) and triphenylphosphine (3.98 g, 15.18 mmol, 1 eq.). The reaction mixture was stirred at room temperature overnight. After completion of the reaction, the mixture was transferred to a partition funnel, washed sequentially with water and brine, the organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: 30% ethyl acetate/hexane) to afford the target product 4-methoxy-3-methylbenzyl chloride (2.59 g, 100% yield). The structure of the product was confirmed by 1H NMR (CDCl3, 400 MHz): δ 7.16 (m, 2H), 6.76 (d, 1H, J = 8.10 Hz), 4.52 (s, 2H), 3.81 (s, 3H), 2.19 (s, 3H).

References

[1] Patent: US2004/72838, 2004, A1

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