Carbon Dioxide → 3-Cyano-2,4-dichlorobenzoic acid

HRID 266542

Reaktionsgleichung

Reaktionsgleichung von HRID 266542
C([N-]C(C)C)(C)C.[Li+].[Cl:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:11]=1[C:12]#[N:13].[C:19](=[O:21])=[O:20].O>C1COCC1.CCOCC>[C:12]([C:11]1[C:14]([Cl:18])=[C:15]([CH:16]=[CH:17][C:10]=1[Cl:9])[C:19]([OH:21])=[O:20])#[N:13]

Komponenten

7

Edukt 4

HCID 280Carbon DioxideHCID 962WaterHCID 3031DichlobenilHCID 2724682Lithium diisopropylamide

Produkt 1

HCID 540731813-Cyano-2,4-dichlorobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of lithium di-isopropylamide (2M in heptane, 25 ml) was added to a solution of 2,6-dichlorobenzonitrile (8.6 g) in THF while maintaining the temperature below -70° C. The mixture was stirred for 1.5 hours then poured onto solid carbon dioxide. It was stirred for 1 hour then diluted with ether. Water was added and the mixture was acidified to pH1. It was extracted with ether, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 3-cyano-2,4-dichlorobenzoic acid (9.4 g) as a white solid mp 230°-232° C.

Aufarbeitung

  1. temperaturewhile maintaining the temperature below -70° C
  2. stirringIt was stirred for 1 hour
  3. extractionIt was extracted with ether
  4. washwashed with water
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customThe filtrate was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-3917704cc8b443da87cbdd2fdfa127c4
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05650533

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