3-Chloroanisole synthesis
- Product Name:3-Chloroanisole
- CAS Number:2845-89-8
- Molecular formula:C7H7ClO
- Molecular Weight:142.58
108-37-2
345 suppliers
$6.00/10g
107-31-3
343 suppliers
$16.00/25mL
2845-89-8
286 suppliers
$6.00/5g
Yield:2845-89-8 99%
Reaction Conditions:
with copper(I) bromide in methanol;sodium methylate
Steps:
3 Methoxylation of 3-Chlorobromobenzene to yield 3-Chloroanisole
EXAMPLE 3 Methoxylation of 3-Chlorobromobenzene to yield 3-Chloroanisole 3-Chlorobromobenzene (19.2 g, 0.1 mole) was dissolved in a solution of sodium methoxide (0.4 mole), in methanol (100 ml), and this reaction mixture was flushed with nitrogen. Methyl formate (3.6 g, 0.06 mole) was added, followed by cuprous bromide (2.9 g, 0.02 mole). The resultant suspension was refluxed for 9 hours, until the reaction was judged by TLC to be complete. The crude reaction mixture was acidified, and extracted into isopropyl acetate. The solvent was removed by evaporation at 20° C., to give a pale yellow liquid (14.1 g; 99%), whose infra-red spectrum was identical to that of authentic 3-chloroanisole as recorded in the Aldrich catalogue. GLC analysis showed one product peak, with a higher retention time than the starting material (Bentone/OVI, 180°). GC-MS showed no detectable 3-bromoanisole and only a very small quantity of dimethylresorcinol.
References:
Sterling Drug Inc. US4495353, 1985, A
10365-98-7
417 suppliers
$9.00/10g
2845-89-8
286 suppliers
$6.00/5g
150-19-6
336 suppliers
$6.00/5g
2845-89-8
286 suppliers
$6.00/5g
124-38-9
129 suppliers
$175.00/23402
1984-59-4
208 suppliers
$20.00/25g
2845-89-8
286 suppliers
$6.00/5g
766-51-8
213 suppliers
$20.00/25g
3260-89-7
81 suppliers
$50.00/1g
33234-36-5
106 suppliers
$12.00/100mg