Methyl iodide → 4-Bromo-2-(methoxymethyl)thiophene

HRID 501303

Reaktionsgleichung

Reaktionsgleichung von HRID 501303
[H-].[Na+].[CH3:3]I.[Br:5][C:6]1[CH:7]=[C:8]([CH2:11][OH:12])[S:9][CH:10]=1>O1CCCC1>[Br:5][C:6]1[CH:7]=[C:8]([CH2:11][O:12][CH3:3])[S:9][CH:10]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 2795484(4-Bromo-2-thienyl)methanol

Produkt 1

HCID 150183124-Bromo-2-(methoxymethyl)thiophene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Add sodium hydride (737 mg, 29.23 mmol, 1.10 equivalents, 95%) to a solution containing methyl iodide (1.65 mL, 26.57 mmol, 1.00 equivalents) and (4-bromo-thiophen-2-yl)-methanol (5.13 g, 26.57 mmol, 1.00 equivalents) in tetrahydrofuran (dry, 25 mL). Stir the resulting mixture at room temperature overnight and evaporate. Partition the residue between water (100 mL) and dichloromethane (100 mL). Extract the aqueous layer with dichloromethane (100 mL), combine the organic layers, dry over magnesium sulfate, filter and evaporate to yield the desired product as a yellow oil.

Aufarbeitung

  1. customevaporate
  2. customPartition the residue between water (100 mL) and dichloromethane (100 mL)
  3. extractionExtract the aqueous layer with dichloromethane (100 mL)
  4. dry with materialdry over magnesium sulfate
  5. filtrationfilter
  6. customevaporate

Quellen und Nachweise

ORD-Eintrag
ord-18807178b5ad41e58744cd1064982c73
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772252B2

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