Acetic Anhydride → 9-(Acetoxymethyl)fluorene

HRID 1275870

Reaktionsgleichung

Reaktionsgleichung von HRID 1275870
[CH:1]1[C:13]2[CH:12]([CH2:14][OH:15])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:16]([O-])(=[O:18])[CH3:17].[Na+].C(OC(=O)C)(=O)C>>[C:16]([O:15][CH2:14][CH:12]1[C:13]2[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=2[C:6]2[C:11]1=[CH:10][CH:9]=[CH:8][CH:7]=2)(=[O:18])[CH3:17]

Komponenten

4

Edukt 3

HCID 7918Acetic AnhydrideHCID 904669H-Fluorene-9-methanolHCID 517045Sodium Acetate

Produkt 1

HCID 5401799-(Acetoxymethyl)fluoreneAusbeute 98 %

Versuchsvorschrift

A 250 mL Erlenmeyer flask was charged with 9-fluorenemethanol (30.0 g, 153 mmol, Aldrich), sodium acetate (15.0 g, 183 mmol, Aldrich), and acetic anhydride (0.150 L, 1580 mmol, Aldrich). The reaction mixture was heated over a steam bath, under continuous stirring for 4 hours. The warm mixture was poured into ice (150 g). After reaching room temperature, the solid product was isolated by filtration and washed with cold water. The dried product was used without further purification (35.7 g, 150 mmol, 98% yield, >99% purity by GC).

Aufarbeitung

  1. temperatureThe reaction mixture was heated over a steam bath
  2. customAfter reaching room temperature
  3. customthe solid product was isolated by filtration
  4. washwashed with cold water
  5. customThe dried product was used without further purification (35.7 g, 150 mmol, 98% yield, >99% purity by GC)

Quellen und Nachweise

ORD-Eintrag
ord-8b488e8ba2ea4dc0af55028454ccf686
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06162937

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