Cyclohexylacetic acid synthesis
- Product Name:Cyclohexylacetic acid
- CAS Number:5292-21-7
- Molecular formula:C8H14O2
- Molecular Weight:142.2
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Yield:5292-21-7 93%
Reaction Conditions:
with palladium diacetate;acetic anhydride;P(p-C6H4F)3 in toluene at 80; for 48 h;Inert atmosphere;Sealed tube;
Steps:
20 Example 20 Synthesis of Cyclohexylacetic Acid (Structural Formula 4-t)
TFPP stands for monophosphine ligand.Under the protection of argon gas, palladium acetate (0.025 mmol, 0.0056 g), monophosphine ligand TFPP (0.15 mmol, 0.0474 g), 0.5 mL of toluene were sequentially added to the reactor, and the structure formula was 3-t methylenecyclohexane Alkane (0.5 mmol, 0.0481 g), formic acid (0.75 mmol, 0.0345 g), and acetic anhydride (0.1 mmol, 0.0102 g). Screw on the bottle cap to seal and adjust the temperature of the heating plate to 80 ° C. After 48 hours, stop heating, cool to room temperature, add 3 mL of dichloromethane and transfer to a 125 mL separatory funnel. Add 30 mL of 1M NaOH solution to the mother liquor, and wash 3 times with 30 mL of dichloromethane. The aqueous phase was acidified with 15 mL of 3M hydrochloric acid and extracted three times with 30 mL of dichloromethane. 0.0700 g of white solid cyclohexylacetic acid (see structural formula 4-t described in the above reaction formula) was obtained, with a yield of 93%, and the linear to branched ratio was greater than 100: 1
References:
Changzhou University;Shi Yian;Ren Wenlong;Chu Jianxiao;Sun Fei CN110423191, 2019, A Location in patent:Paragraph 0115-0118
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