4-(2-AMINO-ETHYL)-2-METHOXY-PHENOL synthesis
- Product Name:4-(2-AMINO-ETHYL)-2-METHOXY-PHENOL
- CAS Number:554-52-9
- Molecular formula:C9H13NO2
- Molecular Weight:167.21
33630-46-5
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554-52-9
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Yield:554-52-9 86%
Reaction Conditions:
with sulfuric acid;hydrogen;5%-palladium/activated carbon in methanol at 20 - 25; under 3750.38 Torr; for 4.33333 h;
Steps:
19
Example 19: 4-aminoethyl-2-methoxy phenol (Compound of formula IV via intermediate IVA") To a 300ml pressure reactor was added 30ml methanol and 31. Ig of 98% sulphuric acid (1.41eq). A slurry of 3.8g 5% palladium on charcoal catalyst (0.004eq) in 10ml of methanol was added, followed by a 10ml methanol wash. With the reactor under 5 bar hydrogen pressure and while maintaining a temperature of 20-25 °C, lOOg of 40% vanillin cyanohydrin solution in methanol (leq vanillin cyanohydrin) was fed over 4 h, followed by a 15ml methanol wash. After 20 minutes stirring, the pressure was relieved and 75ml water added. This mixture was stirred at 45 0C to dissolve the product and then the catalyst filtered off. The catalyst cake was washed with 3 x 25ml water and these washes combined with the mother liquor to give a product solution of 315g, containing 10.0% AE-phenol by HPLC (86% yield).
References:
SYNGENTA PARTICIPATIONS AG WO2007/20381, 2007, A2 Location in patent:Page/Page column 16; 30
4468-59-1
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554-52-9
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528594-30-1
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554-52-9
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1477-68-5
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554-52-9
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6178-42-3
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554-52-9
148 suppliers
$50.00/100mg