Sodium Hydroxide → HCID 57647053, Verbindung

HRID 1022873

Reaktionsgleichung

Reaktionsgleichung von HRID 1022873
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[N:8][CH:7]=[CH:6]2.[F:13][C:14]([F:20])([F:19])[CH2:15][CH2:16][CH2:17]I.[OH-].[Na+].[O-][O-].[Na+].[Na+]>O1CCCC1.ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[N:8][CH:7]=[C:6]2[CH2:17][CH2:16][CH2:15][C:14]([F:20])([F:19])[F:13]

Komponenten

7

Edukt 4

HCID 14798Sodium HydroxideHCID 14803Sodium peroxideHCID 27751891,1,1-Trifluoro-4-iodobutaneHCID 110409786-Methoxyisoquinoline

Produkt 1

HCID 57647053HCID 57647053, VerbindungAusbeute 30,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2 g 6-Methoxy-isoquinoline were dissolved in 25 mL of dry tetrahydrofuran. 12.56 mL of a 1 M solution of potassium triethyl borohydrate were added dropwise. The solution was allowed to stir at room temperature for 2 h, then 3.29 g of 4,4,4-Trifluoro-1-iodobutane were added dropwise. The solution was allowed to stir overnight, then 32 mL of 1M sodium hydroxide and 12 mL of sodium peroxide solution (35%) were added. Stirring was continued for another 3 hrs, then the solution was diluted with dichloromethane, extracted with water and brine and the organic layer was dried over sodium sulfate and evaporated to dryness. Silica gel chromatography yields 1.03 g of the desired product.

Aufarbeitung

  1. stirringto stir overnight
  2. stirringStirring
  3. waitwas continued for another 3 hrs
  4. extractionextracted with water and brine
  5. dry with materialthe organic layer was dried over sodium sulfate
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-578f06296ec841fd9fd8fe9cf661762b
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08722671B2

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