ChemicalBook CAS DataBase List 4-Heptanone

4-Heptanone synthesis

14synthesis methods

Product Name:4-Heptanone
CAS Number:123-19-3
Molecular formula:C7H14O
Molecular Weight:114.19

By passing butyric acid over wood coal at 425°C and then over cerium oxide at 500°C or over thorium oxide; also over manganese oxide at 400 to 425°C.

589-55-9
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$55.00/25mL

123-19-3
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$16.00/25mL

Yield:123-19-3 95%

Reaction Conditions:

with 3,3-dichloro-1,2-diphenylcyclopropene;dimethyl sulfoxide;triethylamine in dichloromethane at -78 - 20;Inert atmosphere;

Steps:

29 Example 29

Place a round bottom flask in a cryogenic coolant circulation tank,Add 3,3-dichloro-1,2-diphenylcyclopropene (8) (522.30 mg, 2 mmol) to the bottle under Ar protection.And 10 ml of dichloromethane,Cool the inside of the bottle to -78 ° C,Dimethyl sulfoxide (312.52 mg, 4 mmol) was added dropwise.Keep the temperature below -70 ° C, continue to stir for 30 min after the dropwise addition.Keep the temperature inside the bottle at -78 ° C - 70 ° C,4-heptanol (22) (116.19 mg, 1 mmol) was added dropwise.The temperature of the dropping process does not exceed -65 ° C, and the stirring is continued for 30 min.Add triethylamine (404.76 mg, 4 mmol),Stirring was allowed to return to room temperature and the target product selectivity was 98%.After the reaction, a saturated ammonium chloride solution was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was combined, washed with saturated NaCI.Pure 4-heptanone was obtained as a colorless liquid in a yield of 95%.

References:

CN109748782,2019,A Location in patent:Paragraph 0128; 0129

520-45-6 Synthesis