Hydrochloric Acid → 2,2-dibromo-1-methylcyclopropanecarboxylic acid
Reaction equation
[Br:1][C:2]1([Br:10])[CH2:4][C:3]1([CH3:9])[C:5]([O:7]C)=[O:6].[OH-].[Li+].Cl>O1CCCC1.O>[Br:1][C:2]1([Br:10])[CH2:4][C:3]1([CH3:9])[C:5]([OH:7])=[O:6]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To 25 mL of a 50:50 mixture of tetrahydrofuran/water was added 2,2-dibromo-1-methylcyclopropanecarboxylic acid, methyl ester(2.72 g, 10 mmol)and lithium hydroxide (0.8 g, 20 mmol). The reaction mixture was stirred overnight. The reaction mixture was acidified with 1 M hydrochloric acid (24 mL). The reaction mixture was extracted with dichloromethane (2×25 mL) and the organic phases were collected, washed with brine, dried (MgSO4)and evaporated to give the title product (16 g) as white crystals mp 108-109° C.
Workup
- extractionThe reaction mixture was extracted with dichloromethane (2×25 mL)
- customthe organic phases were collected
- washwashed with brine, dried (MgSO4)and
- customevaporated
Sources & evidence
- ORD record
- ord-7520ee281714406bb0cc9ab783c962e9
- Source dataset
- uspto-grants-2001_07
- Patent number
- US06262099B1
Reaction notes
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