Sulfuric Acid → 3-(1-Adamantyl)-4,5-methylenedioxybromobenzene

HRID 1078515

Reaktionsgleichung

Reaktionsgleichung von HRID 1078515
C(O[C:5]12[CH2:14][CH:9]3[CH2:10][CH:11]([CH2:13][CH:7]([CH2:8]3)[CH2:6]1)[CH2:12]2)(=O)C.S(=O)(=O)(O)O.[CH2:20]1[O:28][C:27]2[CH:26]=[CH:25][C:24]([Br:29])=[CH:23][C:22]=2[O:21]1.C(=O)(O)[O-].[Na+]>C1CCCCC1.CCCCCCC.O>[C:5]12([C:26]3[CH:25]=[C:24]([Br:29])[CH:23]=[C:22]4[O:21][CH2:20][O:28][C:27]=34)[CH2:6][CH:7]3[CH2:13][CH:11]([CH2:10][CH:9]([CH2:8]3)[CH2:14]1)[CH2:12]2

Komponenten

8

Edukt 4

HCID 1118Sulfuric AcidHCID 758311-Bromo-3,4-(methylenedioxy)benzeneHCID 516892Sodium BicarbonateHCID 5199731-Adamantyl acetate

Produkt 1

HCID 194297023-(1-Adamantyl)-4,5-methylenedioxybromobenzene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 8078CyclohexaneLösungsmittelHCID 8900HeptaneLösungsmittel

Versuchsvorschrift

4.82 g (24.9 mmol) of acetoxyadamantane and 0.75 ml (139 mmol) of concentrated sulphuric acid are added to 5 g (24.9 mmol) of 3,4-methylenedioxybromobenzene in 35 ml of cyclohexane and 35 ml of heptane. The reaction medium is stirred at room temperature overnight. This medium is then hydrolyzed with 250 ml of water, neutralized with sodium bicarbonate, extracted with 200 ml of dichloromethane, dried over magnesium sulphate and evaporated, to give 2.89 g (34.8%) of the expected derivative which melts at 134° C.)

Aufarbeitung

  1. extractionextracted with 200 ml of dichloromethane
  2. dry with materialdried over magnesium sulphate
  3. customevaporated
  4. customto give 2.89 g (34.8%) of the expected derivative which melts at 134° C.)

Quellen und Nachweise

ORD-Eintrag
ord-c094ee2e80b94504a44171caaf46df4d
Quelldatensatz
uspto-grants-1996_08
Patentnummer
US05547983

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