ADIPIC SEMIALDEHYDE METHYL ESTER synthesis
- Product Name:ADIPIC SEMIALDEHYDE METHYL ESTER
- CAS Number:6654-36-0
- Molecular formula:C7H12O3
- Molecular Weight:144.17
4547-43-7
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6654-36-0
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Yield: 100%
Reaction Conditions:
with pyridinium chlorochromate in dichloromethane at 20; for 2.5 h;
Steps:
2
PCC (2.65 g, 12.3 mmoles) was added to a solution of methyl 6-hydroxyhexanoate (4) (1.2 g, 8.19 mmoles) in CH2Cl2 (50 ml). The mixture was stirred at room temperature for 2.5 hours. After that time, the solvent was removed under reduced pressure. The residue was suspended in a 1:1 hexane/AcOEt mixture (30 ml) and filtered through silica gel to remove the remains of the reagent, obtaining (1.16 g, quantitative yield) methyl 5-formylpentanoate (5), which was used in the following step without purifying. 1H-NMR (200MHz, CDCl3). δ 9.71 (1H, m, H-6), 3.61 (3H, s, -OCH3), 2.39 (4H, m, H-2, H-5), 1.65 (4H, m, H-3, H-4).
References:
Consejo Superior de Investigaciones Cientificas EP2287146, 2011, A1 Location in patent:Page/Page column 16
627-91-8
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35444-44-1
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6654-36-0
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818-57-5
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201230-82-2
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108-24-7
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6654-36-0
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$20.00/250mg