Water → 6-bromo-1H,3H-naphtho[1,8-cd]thiopyran

HRID 2056740Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2056740
[Br:1][C:2]1[C:11]2[C:6](=[C:7]([CH2:12]Br)[CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:14]Br)=[CH:4][CH:3]=1.O.O.O.O.O.O.O.O.O.[S-2].[Na+].[Na+].[S:28]([O-])([O-])(=O)=O.[Na+].[Na+].O>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:14][S:28][CH2:12][C:7]3[C:6]=2[C:11]=1[CH:10]=[CH:9][CH:8]=3

Komponenten

6

Edukt 4

HCID 962Water2×HCID 24436Sodium SulfateHCID 73972Sodium sulfide nonahydrateHCID 693065361-Bromo-4,5-bis(bromomethyl)naphthalene

Produkt 1

HCID 693077926-bromo-1H,3H-naphtho[1,8-cd]thiopyran

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 1-bromo-4,5-bis(bromomethyl)-naphthalene (0.38 g, 0.97 mmol) and sodium sulfide nonahydrate (0.25 g, 1.04 mmol) in dimethylformamide (13 mL) was stirred at room temperature for 5 h, in the presence of sodium sulfate as scavenger for the water. The reaction mixture was poured into water and extracted into diethyl ether. The combined organic extracts were washed with water, dried (Na2SO4) and concentrated to dryness, to yield 6-bromo-1H,3H-naphtho[1,8-cd]thiopyran as a pale yellow solid.

Aufarbeitung

  1. extractionextracted into diethyl ether
  2. washThe combined organic extracts were washed with water
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-59625392f15742afada030f544b6b585
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07335660B2

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