Hydrochloric Acid → Cyclohexanecarbaldehyde chlorooxime

HRID 2120087Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2120087
[CH:1]1([CH:7]=[N:8][OH:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:10].OOS([O-])=O.[K+]>CN(C=O)C>[Cl:10][O:9][N:8]=[CH:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 638165Cyclohexanecarbaldehyde oximeHCID 23707502Potassium hydroxy sulfite

Produkt 1

HCID 74053057Cyclohexanecarbaldehyde chlorooxime

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of the oxime formed in Example 1 (1 g, 8.25 mmol) in HCl (0.5 M in dioxane; 18.16 ml, 9.08 mmol) and DMF (40 ml) was added oxone (2.79 g, 4.54 mmol) and the resulting mixture was stirred overnight at room temperature. The reaction was partitioned between diethylether and water and the layers were separated. The organic layer was washed with saturated ammonium chloride, dried over sodium sulfate, then concentrates in vacuo using a room temperature water bath. The resulting low boiling liquid was carried on directly to the next step. 1H NMR (CDCl3) δ 1.0-2.2 (m, 10H), 2.35 (m, 1H), 7.8 (bd, 1H).

Aufarbeitung

  1. customThe reaction was partitioned between diethylether and water
  2. customthe layers were separated
  3. washThe organic layer was washed with saturated ammonium chloride
  4. dry with materialdried over sodium sulfate
  5. customusing a room temperature

Quellen und Nachweise

ORD-Eintrag
ord-74607d4ea3434f80b7bf5633eb364a01
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06689778B2

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