ChemicalBook CAS DataBase List 2-Chloroanisole

2-Chloroanisole synthesis

14synthesis methods

Product Name:2-Chloroanisole
CAS Number:766-51-8
Molecular formula:C7H7ClO
Molecular Weight:142.58

95-57-8 Synthesis

95-57-8
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$10.00/5g

766-51-8
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$20.00/25g

Yield:766-51-8 195 grams (91.5%)

Reaction Conditions:

with sodium hydroxide;dimethyl sulfate in sulfuric acid;water;

Steps:

1.a 3-chloro-4-(3'-chloro-4'-methoxybenzyloxy) phenylacetic acid

(a) 193 grams of O-chlorophenol was dissolved in a solution comprising 60 grams of sodium hydroxide in 500 milliliters of water. Then, 190 grams of dimethyl sulfate was added to the solution over a period of 1 hour while cooling the solution to a temperature of approximately 10° C. Following, the resultant mixture was heated to a boil over a 3 hour time period. After cooling and the addition of 300 milliliters of water, an oil was formed on the surface of the solution and an aqueous layer extracted with benzene in two 200 milliliter extractions. The benzene extracts were then combined with the separated oil, washed with 1N sodium hydroxide in two 100 milliliter portions, 50 milliliters of 10% sulfuric acid and two 100 milliliter portions of water. Then, the product was dried over magnesium sulfate, the benzene evaporated and distilled in vacuo, so yielding 195 grams (91.5%) of O-chloroanisole boiling at 59°-60° C./1.0 Torr.

References:

US4221919,1980,A