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22348-97-6

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Basic Information
CAS No.: 22348-97-6
Name: METHYL 3-OXOTETRADECANOATE
Article Data: 30
Molecular Structure:
Molecular Structure of 22348-97-6 (METHYL 3-OXOTETRADECANOATE)
Formula: C15H28 O3
Molecular Weight: 256.386
Synonyms: Methyl3-oxotetradecanoate; Methyl b-ketomyristate
EINECS: 244-929-1
Density: 0.926g/cm3
Melting Point: 29-30oC
Boiling Point: 296.9°Cat760mmHg
Flash Point: 121.5°C
PSA: 43.37000
LogP: 4.03950
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Synthetic route
67-56-1

methanol

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5-(1-hydroxydodecylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

22348-97-6

methyl 3-oxotetradecanoate

Conditions
ConditionsYield
for 2h; Heating;90%
With sulfuric acid for 12h; Reflux;
112-16-3

n-dodecanoyl chloride

38330-80-2

monomethyl monopotassium malonate

22348-97-6

methyl 3-oxotetradecanoate

Conditions
ConditionsYield
Stage #1: monomethyl monopotassium malonate With triethylamine; magnesium chloride In acetonitrile at 10 - 25℃; for 2.5h; Inert atmosphere;
Stage #2: n-dodecanoyl chloride With triethylamine In acetonitrile at 0 - 25℃; Inert atmosphere;		86%
112-16-3

n-dodecanoyl chloride

79-20-9

acetic acid methyl ester

22348-97-6

methyl 3-oxotetradecanoate

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78 - -65℃; for 0.5h;81%
2033-24-1

cycl-isopropylidene malonate

112-16-3

n-dodecanoyl chloride

22348-97-6

methyl 3-oxotetradecanoate

Conditions
ConditionsYield
Stage #1: cycl-isopropylidene malonate; n-dodecanoyl chloride With pyridine In dichloromethane at 0 - 20℃; for 3h;
Stage #2: In methanol for 3h; Heating;		77.9%
Stage #1: cycl-isopropylidene malonate; n-dodecanoyl chloride With pyridine In dichloromethane at 0 - 20℃; for 94965h; Inert atmosphere;
Stage #2: With methanol for 5h; Reflux;		70%
Stage #1: cycl-isopropylidene malonate With pyridine In dichloromethane at 0℃; for 0.333333h;
Stage #2: n-dodecanoyl chloride In dichloromethane at 0 - 20℃; for 2h;		35%
67-56-1

methanol

2033-24-1

cycl-isopropylidene malonate

112-16-3

n-dodecanoyl chloride

22348-97-6

methyl 3-oxotetradecanoate

Conditions
ConditionsYield
Stage #1: cycl-isopropylidene malonate; n-dodecanoyl chloride With pyridine In dichloromethane at 0 - 20℃; for 2.5h;
Stage #2: methanol Reflux;		77%
Stage #1: cycl-isopropylidene malonate; n-dodecanoyl chloride With pyridine In dichloromethane at 0 - 20℃; for 2.25h; Inert atmosphere;
Stage #2: methanol for 5h; Reflux; Inert atmosphere;
Stage #1: cycl-isopropylidene malonate; n-dodecanoyl chloride With pyridine In dichloromethane Inert atmosphere;
Stage #2: methanol In dichloromethane Heating; Inert atmosphere;
...Expand
105-45-3

acetoacetic acid methyl ester

22348-97-6

methyl 3-oxotetradecanoate

Conditions
ConditionsYield
Stage #1: acetoacetic acid methyl ester With lithium diisopropyl amide In tetrahydrofuran; hexane at 0℃; for 1h;
Stage #2: In tetrahydrofuran; hexane at -78 - 20℃; for 16h;		71%
112-16-3

n-dodecanoyl chloride

105-45-3

acetoacetic acid methyl ester

22348-97-6

methyl 3-oxotetradecanoate

Conditions
ConditionsYield
With hydrogenchloride; calcium hydroxide; sodium chloride; sodium carbonate In methanol; water; toluene68%
143-07-7

lauric acid

magnesium monomethyl malonate

22348-97-6

methyl 3-oxotetradecanoate

Conditions
ConditionsYield
Stage #1: lauric acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 10h;
Stage #2: magnesium monomethyl malonate In tetrahydrofuran at 20℃; for 18h; Further stages.;		62%
143-07-7

lauric acid

16695-14-0

Malonic acid monomethyl ester

22348-97-6

methyl 3-oxotetradecanoate

Conditions
ConditionsYield
Stage #1: Malonic acid monomethyl ester With magnesium ethylate In 1,4-dioxane
Stage #2: lauric acid With 1,1'-carbonyldiimidazole In 1,4-dioxane at 20℃;		61%
112-16-3

n-dodecanoyl chloride

1007476-32-5

sodium ethyl acetylacetate enolate

22348-97-6

methyl 3-oxotetradecanoate

Conditions
ConditionsYield
With diethyl ether Behandlung des Reaktionsprodukts mit Natriummethylat-Loesung;
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