1-CHLORO-6-METHOXY-3,4-DIHYDRO-NAPHTHALENE-2-CARBALDEHYDE synthesis
- Product Name:1-CHLORO-6-METHOXY-3,4-DIHYDRO-NAPHTHALENE-2-CARBALDEHYDE
- CAS Number:72019-91-1
- Molecular formula:C12H11ClO2
- Molecular Weight:222.67
127-19-5
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1078-19-9
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72019-91-1
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Yield:72019-91-1 70%
Reaction Conditions:
with trichlorophosphate at 105;Inert atmosphere;
Steps:
O; 69
To a round bottom flask, add compound 1 (of scheme O; 6-methoxytetralin-l-one) (6.11 g, 34.7 mmol) and N,N-dimethylacetamide (20 mL, 259.5 mmol). Purge the reaction vessel with argon 5 times. Add POCI3 (8 mL, 148.9 mmol) drop-wise to the reaction mixture. Heat the reaction mixture to 1050C with stirring and hold the temperature for 4 hours. Quench the reaction mixture with ice-water. Extract the mixture with ethyl acetate three times and discard the aqueous phase. Combine the organic layers and dry over MgSO4, filter, and concentrate to dryness to give l-chloro-6-methoxy-3,4- dihydronaphthalene-2-carbaldehyde as a brown solid (5.94 g, 70% recovery).
References:
WO2010/36497,2010,A2 Location in patent:Page/Page column 53; 54; 55
1078-19-9
375 suppliers
$6.00/5g
72019-91-1
29 suppliers
$90.00/50mg