(2E)-3-(4-isopropoxyphenyl)acrylic acid synthesis
- Product Name:(2E)-3-(4-isopropoxyphenyl)acrylic acid
- CAS Number:586960-22-7
- Molecular formula:C12H14O3
- Molecular Weight:206.24
75-30-9
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3943-97-3
157 suppliers
$6.00/1g
586960-22-7
15 suppliers
$90.00/500mg
Yield:-
Reaction Conditions:
Stage #1: 2-iodo-propane;methyl 4-hydroxycinnamatewith caesium carbonate in N,N-dimethyl-formamide at 60; for 2 h;
Stage #2: with water;sodium hydroxide in ethanol; for 18 h;
Steps:
48 Example 48: (2E)-N-[(2,4-difluorophenyl)methyl]-N-(l-methylpiperidin-4-yl)-3- [4-(propan-2-yloxy)phenyl]prop-2-enamide (48)
methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate (1041 mg, 5.7 mmol), Cs2C03 (14.3 mmol, 4.71 g), DMF (10 ml), and 2-iodopropane (14.3 mmol, 1.442 ml) were stirred at 60 °C for 2 hours and then partitioned between diethyl ether and water. The organic phase was washed with brine and evaporated to give an oil that was hydrolyzed in ethanol (10 ml) and aqueous NaOH (2 M, 5.0 ml) for 18 h. Acidification with HC1 (1 M) and collecting the precipitate gave the carboxylic acid (997 mg, 4.8 mmol). This acid was stirred in a mixture of dichloromethane (10 ml), oxalyl chloride (12 mmol, 1036 μ) and DMF (20 μ) for 1 hour, it was then concentrated and gave (2E)-3-[4-(propan-2-yloxy)phenyl]prop-2-enoyl chloride (1.1 g).
References:
WO2019/40104,2019,A2 Location in patent:Paragraph 00381; 00382
141-82-2
739 suppliers
$5.00/25g
18962-05-5
181 suppliers
$6.00/1g
586960-22-7
15 suppliers
$90.00/500mg
141-82-2
739 suppliers
$5.00/25g
18962-05-5
181 suppliers
$6.00/1g
586960-22-7
15 suppliers
$90.00/500mg
311321-19-4
51 suppliers
$57.50/250mg