Reaction equation
[Br:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:9].[C:10](OC(=O)C)(=[O:12])[CH3:11]>ClCCl>[C:10]([O:9][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([OH:8])[C:2]=1[Br:1])(=[O:12])[CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-bromo-1,3-benzenediol (3.028 g, 16.02 mmol) in dichloromethane (70 ml), TEA (3.35 ml, 24.03 mmol) and acetic anhydride (1.512 ml, 16.02 mmol) were added under stirring. The reaction mixture was stirred at room temperature overnight. The reaction was quenched with a saturated solution of ammonium chloride (100 ml), and extracted with ethyl acetate (3 times 70 ml). The combined organic layers were dried over sodium sulphate, filtered and evaporated to afford the title compound as a black oil which was used directly used in the next step. (3.028 g)
Workup
- stirringThe reaction mixture was stirred at room temperature overnight
- customThe reaction was quenched with a saturated solution of ammonium chloride (100 ml)
- extractionextracted with ethyl acetate (3 times 70 ml)
- dry with materialThe combined organic layers were dried over sodium sulphate
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-af92637e61324878b676a9c740262c00
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09422272B2
Linked notes
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