ChemicalBook CAS DataBase List Dicyclopropyl ketone

Dicyclopropyl ketone synthesis

6synthesis methods

Product Name:Dicyclopropyl ketone
CAS Number:1121-37-5
Molecular formula:C7H10O
Molecular Weight:110.15

Preparation of Dicyclopropyl ketone
Reaction: To a one liter three-necked flask fitted with a reflux condenser and a metal Hershberg stirrer there was added 600 ml. of 20% sodium hydroxide and 165g . (0.9mole) of 1,7 -dichloro-4-heptanone. The mixture was refluxed for 30 minutes with vigorous stirring, then steam distilled until the characteristic odor of dicyclopropyl ketone was absent from the distillate. The distillate was then saturated with potassium carbonate, the upper layer separated and the water layer extracted once with ether. The combined organic layers were dried over potassium carbonate. after removal of the ether there was dist illed 69g. (70%) of dicyclopropyl ketone, b.p . 69° at 20 mm, nD25 1.4648-1.4654.

40624-07-5 Synthesis

40624-07-5
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1121-37-5
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Yield:1121-37-5 52.9 g

Reaction Conditions:

with sodium hydroxide in water;toluene at 90; for 1 h;

Steps:

1
In 1000mL four bottles, coupled with a thermometer,Electric stirrer, reflux condenser,U-type calcium chloride drying tube.60 g of toluene was added with stirring,Solid sodium methoxide 48.8g, heated to the internal temperature rose to 75 ° C,And 1,3.6 g of γ-butyrolactone was added dropwise.After completion of the drop, the temperature is raised to the internal temperature of 80 to 90 ° C for 2 hours or more.And then cooled to room temperature, the addition of pre-frozen concentrated hydrochloric acid 402g,Plus complete temperature to the internal temperature of 85 ~ 90 ° C reaction for more than 1 hour,Cooling, filtration, filtrate static phase separation,The aqueous phase was re-extracted once with 20 g of toluene in a washed solid,The toluene phase was combined to obtain 182.4 g of CrDCK / toluene solution of step (2)Wherein CrDCK 102.4 g, yield 70.0% (based on γ-butyrolactone).1000mL four bottles,195.7 g of water, 63.5 g of solid sodium hydroxide,Stir and dissolve and raise to an internal temperature of 90 ° C,182.4 g of the above CrDCK / toluene solution was added dropwise,Dripping finished heat 90 ± 2 ° C reaction 1 hour,And then cool to the internal temperature of 5 ~ 10 ° C static phase separation,The aqueous phase was extracted again with 10 g of toluene, and the combined toluene phase consisted of 142.9 g, of which the bicycloalkyl ketone52.9 g, yield 60.1% (calculated as γ-butyrolactone)

References:

HEXIA Chemical (TAICANG) Co.,ltd;Hamada, saru ichi;Hamada, satoko;Tang, chengjian CN105732352, 2016, A Location in patent:Paragraph 0037-0039

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