Diethyl malate synthesis
- Product Name:Diethyl malate
- CAS Number:7554-12-3
- Molecular formula:C8H14O5
- Molecular Weight:190.19
7719-09-7
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7554-12-3
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Yield:7554-12-3 70%
Reaction Conditions:
with lithium bromide in water;N,N-dimethyl-formamide;acetone
Steps:
5.2.13 5.13.
5.13. Preparation of D-(+)-diethyl malate from L-(+)-diethyl tartrate Thionyl Chloride (8.1 mL, 110 mmol) is added dropwise to L-(+)-diethyl tartrate (20.6 g, 100 mmol), followed by 10 drops of DMF. The solution is slowly heated to ca. 50° C. and stirred while the HCl which evolves is swept away by nitrogen and is trapped with a NaOH solution. After one hour, the solution cools and acetone (100 mL) is added. The solution is cooled to ca. 0° C. and LiBr (17.4 g, 200 mmol) is added in portions. During addition, the temperature raised to ca. 10° C. The resulting mixture is refluxed at 45°-50° C. for 7 hrs. Zinc (16.4 g, 250 mmol) is added, followed by 0.5 mL of water. The mixture is stirred at the same temperature for 2 hrs. The reaction is worked up as Example 5.4 and the crude product is distilled to give the title compound (13.3 g, 70%). [a]25D + 10.5° (c 2.05, EtOH).
References:
Sepracor, Inc. US5189200, 1993, A
64-17-5
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617-48-1
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7554-12-3
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96-47-9
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64-17-5
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7554-12-3
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623-91-6
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141-05-9
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123-25-1
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98-01-1
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64-17-5
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7554-12-3
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623-91-6
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141-05-9
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123-25-1
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617-48-1
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7554-12-3
86 suppliers
$23.00/25g