Acetic Anhydride → 1-Triphenylmethyl-3,5-diacetoxymethylpyrazole

HRID 262345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 262345
[C:1]1([C:7]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:8]2[C:12]([CH2:13][OH:14])=[CH:11][C:10]([CH2:15][OH:16])=[N:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:29](OC(=O)C)(=[O:31])[CH3:30].[OH-:36].[Na+].CCN([CH2:43][CH3:44])CC>>[C:23]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:8]2[C:12]([CH2:13][O:14][C:29](=[O:31])[CH3:30])=[CH:11][C:10]([CH2:15][O:16][C:43](=[O:36])[CH3:44])=[N:9]2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Komponenten

5

Edukt 4

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 123775321-Trityl-3,5-bis(hydroxymethyl)pyrazole

Produkt 1

HCID 123775331-Triphenylmethyl-3,5-diacetoxymethylpyrazole

Versuchsvorschrift

A solution of 19.5 g. (0.053 mol) of the end product of Example 19, 90 ml. of acetic anhydride and 20 ml. of Et3N was stirred at room temperature for 2.5 hours. After pouring into 1N NaOH, the solution was extracted with CH2Cl2. The organic phase was dried (MgSO4), concentrated and the residue recrystallized from CH3OH to give the end product. The analytical sample was prepared from the same solvent; colorless plates; mp 119°-121°.

Aufarbeitung

  1. extractionthe solution was extracted with CH2Cl2
  2. dry with materialThe organic phase was dried (MgSO4)
  3. concentrationconcentrated
  4. customthe residue recrystallized from CH3OH
  5. customto give the end product
  6. customThe analytical sample was prepared from the same solvent

Quellen und Nachweise

ORD-Eintrag
ord-f8ae79ce1b384cc2a27e666ee61f4003
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04153799

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