Potassium Carbonate → 5-(Cyclopropyl-methyl-amino)-2-ethynyl-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalene

HRID 1765876Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1765876
[CH:1]1([N:4]([CH:6]2[C:15]3[C:10](=[CH:11][C:12]([C:16]#[C:17][Si](C)(C)C)=[CH:13][CH:14]=3)[C:9]([CH3:23])([CH3:22])[CH2:8][CH2:7]2)[CH3:5])[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH:1]1([N:4]([CH:6]2[C:15]3[C:10](=[CH:11][C:12]([C:16]#[CH:17])=[CH:13][CH:14]=3)[C:9]([CH3:23])([CH3:22])[CH2:8][CH2:7]2)[CH3:5])[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 57424267Cyclopropyl-(4,4-dimethyl-6-trimethylsilanylethynyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-methyl-amine2×

Produkt 1

HCID 211071955-(Cyclopropyl-methyl-amino)-2-ethynyl-8,8-dimethyl-5,6,7,8-tetrahydro-naphthaleneAusbeute 75,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of cyclopropyl-(4,4-dimethyl-6-trimethylsilanylethynyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-methyl-amine (Intermediate 167, 0.67 g, 2.62 mmol) in methanol (10 mL) was treated with potassium carbonate (1 g, 7.23 mmol) and the resulting reaction mixture was stirred at ambient temperature overnight. The volatiles were evaporated in vacuo and the residue was diluted with water and extracted with diethyl ether. The organic extract was dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title product as a light yellow oil (0.5 g, 75%).

Aufarbeitung

  1. customthe resulting reaction mixture
  2. customThe volatiles were evaporated in vacuo
  3. additionthe residue was diluted with water
  4. extractionextracted with diethyl ether
  5. extractionThe organic extract
  6. dry with materialwas dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a6af4f5956bc4e66bd3c4ff5d0c9c661
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07226951B2

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