Acetic Anhydride → HCID 66741118, compound

Participants

Reaction Conditions

Reaction Steps

2-Acetylfluorene (25.5 g, 0.12 mole) was dissolved in glacial acetic acid (325 mL). Sodium dichromate dihydrate (345 g, 1.16 mole) and acetic anhydride (138.4 mL, 1.46 mole) were added to the solution. The temperature of the reaction solution was increased to 120° C. (with reflux apparatus). The reaction was allowed to proceed for 16 hours. The reaction solution was cooled and diluted with distilled water (1.8 L). The solution was heated to approximately 80° C. and filtered. The precipitate was dissolved in 1M sodium hydroxide. The solution was washed with dichloromethane (3×160 mL). The aqueous solution was heated to approximately 80° C. and acidified with concentrated hydrochloric acid (pH approximately 2). The material was filtered and placed under vacuum to dry with phosphorus pentoxide present. The NMR spectrum was consistent with the loss of the acetyl methyl singlet and retention of other characteristic peaks.

Provenance & Evidence