Triethylamine → 2-Methyladamantan-2-yl Acrylate (stabilized with MEHQ)

HRID 325121

Reaktionsgleichung

Reaktionsgleichung von HRID 325121
[CH3:1][C:2]1([OH:12])[CH:9]2[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:11][CH:3]1[CH2:4]3)[CH2:8]2.C(N(CC)CC)C.[C:20](Cl)(=[O:23])[CH:21]=[CH2:22]>C1COCC1>[C:20]([O:12][C:2]1([CH3:1])[CH:3]2[CH2:11][CH:7]3[CH2:6][CH:5]([CH2:10][CH:9]1[CH2:8]3)[CH2:4]2)(=[O:23])[CH:21]=[CH2:22]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 1365452-Methyl-2-adamantanol

Produkt 1

HCID 112182922-Methyladamantan-2-yl Acrylate (stabilized with MEHQ)Ausbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

2-methyl-2-adamantanol (33 g, 0.2 mol) and triethylamine (0.22 mol) were dissolved in 300 ml of THF and then acryloyl chloride (19 g, 0.21 mol) was added slowly thereto using a dropping funnel. Then, the reaction was stirred at room temperature for about 12 hours. After completion of the reaction, excess THF was removed using a rotary evaporator and then the resultant product was poured into water. Then, the resultant product was neutralized with dilute sulfuric acid and extracted using diethyl ether and was then dried over magnesium sulfate. The diethyl ether removed crude product was vacuum-distilled to yield the desired product (yield: 80%).

Aufarbeitung

  1. customwas removed
  2. customa rotary evaporator
  3. additionthe resultant product was poured into water
  4. extractionextracted
  5. dry with materialwas then dried over magnesium sulfate
  6. customThe diethyl ether removed crude product
  7. distillationwas vacuum-distilled

Quellen und Nachweise

ORD-Eintrag
ord-1f7d3f253df546a3a65ad0fd61105fcd
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06222061B1

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