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

HRID 2377493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2377493
[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-acc5c49aa6a24468b252630f17c633df
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07468391B2

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