1-Iodononane → HCID 19063065, Verbindung

HRID 482499

Reaktionsgleichung

Reaktionsgleichung von HRID 482499
[H-].[Na+].[C:3]12([C:13]3[CH:14]=[C:15]([C:20]#[C:21][C:22]4[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=4)[CH:16]=[CH:17][C:18]=3[OH:19])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2.I[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41]>CN(C=O)C>[C:3]12([C:13]3[CH:14]=[C:15]([C:20]#[C:21][C:22]4[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=4)[CH:16]=[CH:17][C:18]=3[O:19][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2

Komponenten

5

Edukt 3

HCID 202751-IodononaneHCID 24758Sodium hydrideHCID 19063002HCID 19063002, Verbindung

Produkt 1

HCID 19063065HCID 19063065, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

75 mg (2.6 mmol) of sodium hydride (80% in oil) and 10 ml of DMF were introduced into a three-necked flask under a stream of nitrogen. A solution of 1 g (2.6 mmol) of methyl 4-[3-(1-adamantyl)-4-hydroxyphenylethynyl]benzoate dissolved in 70 ml of DMF was added dropwise and stirring was carried out at room temperature until gas evolution had ceased. 610 μl (3.1 mmol) of 1-iodononane were then added dropwise and stirring was carried out at room temperature for four hours. The reaction mixture was poured into ice-cold water and extracted with ethyl ether and the organic phase was separated by settling, dried over magnesium sulphate and evaporated.

Aufarbeitung

  1. additionwas added dropwise
  2. customwas carried out at room temperature until gas evolution
  3. stirringstirring
  4. additionThe reaction mixture was poured into ice-cold water
  5. extractionextracted with ethyl ether
  6. customthe organic phase was separated
  7. dry with materialdried over magnesium sulphate
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-67c74de11e5e4562b4be5c53edc1b080
Quelldatensatz
uspto-grants-1998_08
Patentnummer
US05798354

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