Hydrochloric Acid → 1,3-Benzenediol, 2-chloro-4,6-dinitro-

HRID 1609378Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1609378
[Cl:1][C:2]1[C:7](Cl)=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[C:4]([N+:12]([O-:14])=[O:13])[C:3]=1[OH:15].CC(C)([O-:19])C.[K+].[OH-].[K+].Cl>O.CN1C(=O)CCC1>[Cl:1][C:2]1[C:7]([OH:19])=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[C:4]([N+:12]([O-:14])=[O:13])[C:3]=1[OH:15]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 108579782,3-Dichloro-4,6-dinitrophenolHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 111072901,3-Benzenediol, 2-chloro-4,6-dinitro-Ausbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

A solution of 2,3-dichloro-4,6-dinitrophenol (2.2 g, 0,008 mol, from previous example), 4.5 g of potassium t-butoxide, 0.4 g of potassium hydroxide, 30 mL of N-methyl pyrrolidinone, and 15 mL of water in a 100 mL round-bottomed flask with stir bar is heated to 85° C. for 6 hours. Upon completion, the reaction mixture is poured into 50 mL of aqueous hydrochloric acid. The resulting product is isolated by filtration, washed with cold water, and air dried. The product is recrystallized from a minimal amount of methanol to yield 1.97 g of 2-chloro-4,6-dinitroresorcinol (95% yield) (85% overall from 1,2-dichloro-3,5-dinitrobenzene).

Aufarbeitung

  1. customThe resulting product is isolated by filtration
  2. washwashed with cold water, and air
  3. customdried
  4. customThe product is recrystallized from a minimal amount of methanol

Quellen und Nachweise

ORD-Eintrag
ord-5b3d6a07582e4fee91bc8002b06e4fc7
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05399768

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