Dibenzofuran → Dibenzofuran-2-ylethan-2-one
Reaction equation
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[Al+3].[Cl-].[Cl-].[Cl-].[C:18](Cl)(=[O:20])[CH3:19]>C(Cl)Cl>[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:19][CH:18]=[O:20]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A solution of dibenzofuran (0.5 mmol) in anhydrous DCM was cooled to 0° C. AlCl3 (1.5 eq., 0.75 mmol) was added followed by a slow addition of acetyl chloride (1.5 eq., 0.75 mmol). The reaction mixture was stirred at 0° C. for 2–3 h or until the completion of reaction. The product was extracted with DCM and washed with saturated sodium bicarbonate solution. The organic layer was dried over anhydrous sodium sulfate and concenterated in vacuo to give dibenzofuran-2-ylethan-2-one.
Workup
- extractionThe product was extracted with DCM
- washwashed with saturated sodium bicarbonate solution
- dry with materialThe organic layer was dried over anhydrous sodium sulfate
Sources & evidence
- ORD record
- ord-667f08ff3ef943b6ad40014d813c45f6
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07361678B2
Reaction notes
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