ChemicalBook CAS DataBase List (2E)-3-(4-isopropoxyphenyl)acrylic acid

(2E)-3-(4-isopropoxyphenyl)acrylic acid synthesis

3synthesis methods

Product Name:(2E)-3-(4-isopropoxyphenyl)acrylic acid
CAS Number:586960-22-7
Molecular formula:C12H14O3
Molecular Weight:206.24

75-30-9
265 suppliers
$15.00/1g

3943-97-3 Synthesis

3943-97-3
168 suppliers
$6.00/1g

586960-22-7
17 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 Synthesis