CIS-3-CHLOROACRYLIC ACID synthesis
- Product Name:CIS-3-CHLOROACRYLIC ACID
- CAS Number:1609-93-4
- Molecular formula:C3H3ClO2
- Molecular Weight:106.51
471-25-0
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2345-61-1
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$46.10/250mg
1609-93-4
46 suppliers
$40.00/100mg
Yield: 31% ， 40%
Reaction Conditions:
with thionyl chloride in N,N-dimethyl-formamide at 30; for 0.75 h;
Steps:
31.a a. synthesis of (E)-3-chloroacrylic acid
a. synthesis of (E)-3-chloroacrylic acid (0278) (0279) Propargyl acid (140 mg, 2 mmol) was dissolved in anhydrous DMF (1 mL), into which thionyl chloride (286 mg, 2.4 mmol) was added dropwise at a temperature below 30°C. After stirring for 45 min, the reaction mixture was evaporated to remove excessive thionyl chloride, poured into ice-water, extracted with diethyl ether, the organic phase was washed with water, dried over anhydrous Na2SO4, filtrated, concentrated, purified by column chromatography to deliver cis-3-chloroacrylic acid (121 mg, 40% yield) and trans-3-chloroacrylic acid (94 mg, 31% yield). (E)-3-chloroacrylic acid, 1H-NMR (CDCl3, 400 MHz, δ ppm): 9.24 (bs, 1H), 7.52 (d, J=13 Hz, 1H), 6.26 (d, J=13 Hz, 1H). (Z)-3-chloroacrylic acid, 1H-NMR (CDCl3, 400 MHz, δ ppm): 9.24 (bs, 1H), 7.49 (d, J=8.4 Hz, 1H), 6.23 (d, J=8.4 Hz, 1H).
References:
Arromax Pharmatech Co., Ltd.;HONG, Jian;XU, Xin;LE, Xiaoyong;ZHANG, Zonghua EP3181553, 2017, A1 Location in patent:Paragraph 0278; 0279
471-25-0
228 suppliers
$10.00/1g
1609-93-4
46 suppliers
$40.00/100mg
107-19-7
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1609-93-4
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7647-01-0
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471-25-0
228 suppliers
$10.00/1g
2345-61-1
41 suppliers
$46.10/250mg
1609-93-4
46 suppliers
$40.00/100mg