4-chloronaphthalene-1-carbaldehyde synthesis
- Product Name:4-chloronaphthalene-1-carbaldehyde
- CAS Number:5471-26-1
- Molecular formula:C11H7ClO
- Molecular Weight:190.63
Yield:5471-26-1 2.1 g
Reaction Conditions:
Stage #1: Dichloromethyl methyl etherwith tin(IV) chloride in dichloromethane at 20; for 1 h;
Stage #2: 1-Chloronaphthalene in dichloromethane at 20; for 18 h;
Steps:
5.B Step B 4-chloronaphthalenecarbaldehyde
To a stirred solution of 6.7 grams (0.026 mole) of a 1.0 M solution of tin(iv)chloride in dichloromethane (available from Aldrich Chemical Company) in 10 mL of methylene chloride was added 3.0 grams (0.026 mole) of 3,3-dichloromethyl methyl ether (available from Aldrich Chemical Company). The resulting solution was stirred for one hour at ambient temperature. After this time, a solution of 2.8 mL (0.021 mole) of 4-chloronaphthalene was added. Upon completion of addition, the reaction mixture was stirred at ambient temperature for about 18 hours. At the conclusion of this period, the reaction mixture was quenched with water, washed with water followed by an aqueous solution saturated with sodium chloride, dried with sodium sulfate and filtered. The filtrate was concentrated under reduced pressure, yielding about 2.1 grams of title compound.
References:
WO2018/202681,2018,A1 Location in patent:Page/Page column 38; 39
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