2-chloro-4,4-dimethylcyclopent-1-enecarbaldehyde synthesis
- Product Name:2-chloro-4,4-dimethylcyclopent-1-enecarbaldehyde
- CAS Number:1346672-63-6
- Molecular formula:C8H11ClO
- Molecular Weight:158.63
20500-49-6
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Yield:1346672-63-6 57%
Reaction Conditions:
with anhydrous Sodium acetate in dichloromethane;N,N-dimethyl-formamide at 50; for 16 h;
Steps:
20 3,3-dimethylcyclopentan-1-one (Step 1)
Into a 250-mL round-bottom flask, was placed a solution of N,N-dimethylformamide(6.17 g, 80.19 mmol, 1.00 equiv, 95%) in dichloromethane (150 mL), POC13 (11.91 g, 73.79mmol, 0.92 equiv, 95%), 3,3-dimethylcyclopentan-1-one (10.00 g, 80.24 mmol, 1.00 equiv,90%), NaOAc (69.28 g, 802.30 mmol, 10.00 equiv, 95%). The resulting solution was stirred for16 h at 50 °C. The reaction was then quenched by the addition of 10 mL of water. The resultingsolution was extracted with 3x30 mL of ether and the organic layers combined and dried overanhydrous sodium sulfate and concentrated under vacuum. The crude product was purified bydistillation under reduced pressure (10 mm Hg) and the fraction was collected at 50 °C. Thisresulted in 8 g (57%) of 2-chloro-4,4-dimethylcyclopent-1-ene-1-carbaldehyde as colorless oil.MS: m/z = 159 [M+H]+.
References:
WO2018/35080,2018,A1 Location in patent:Paragraph 00195
2758-18-1
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![[(3,3-dimethylcyclopent-1-en-1-yl)oxy]trimethylsilane](/CAS/20210305/GIF/132166-17-7.gif)
132166-17-7
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