M-Cresol → Cresatin

HRID 260437

Reaktionsgleichung

Reaktionsgleichung von HRID 260437
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:8].N1C=CC=CC=1.[C:15](Cl)(=[O:17])[CH3:16]>C(Cl)Cl>[C:15]([O:7][C:6]1[CH:1]=[C:2]([CH3:8])[CH:3]=[CH:4][CH:5]=1)(=[O:17])[CH3:16]

Komponenten

5

Edukt 3

HCID 342M-CresolHCID 1049PyridineHCID 6367Acetyl chloride

Produkt 1

HCID 67406CresatinAusbeute 97,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of m-cresol (Aldrich) (80 g, 0.74 mol) in dry CH2Cl2 (300 mL) was added pyridine (71 mL, 0.89 mol) and at 0° C. was added dropwise acetyl chloride (58 mL, 0.81 mol). The reaction mixture was stirred for 1 h and then diluted with more CH2Cl2. The organic phase was washed successively with HCl 1N (3×), brine, dried over MgSO4 and evaporated. The residue was distilled under vacuum to give 108 g (97%) of the title compound.

Aufarbeitung

  1. washThe organic phase was washed successively with HCl 1N (3×), brine
  2. dry with materialdried over MgSO4
  3. customevaporated
  4. distillationThe residue was distilled under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-b86af76b6d02406091ceb8a37c468bc4
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05527827

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