Hydrochloric Acid → 4,4-Difluorocyclohex-1-ene-1-carboxylic acid
Reaction equation
[F:1][C:2]1([F:18])[CH2:7][CH2:6][C:5]([C:8]([O:10]CC2C=CC=CC=2)=[O:9])=[CH:4][CH2:3]1.[OH-].[Na+].Cl>CO.C1COCC1>[F:1][C:2]1([F:18])[CH2:7][CH2:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH2:3]1Participants
6
Procedure
To a solution of the above ester (0.58 g, 2.29 mmol) in 6 mL of methanol and 0.5 mL of THF was added 2.5 mL of 1 molar sodium hydroxide solution. The solution was stirred for 4 hours at ambient temperature, and then the pH was adjusted to 6 by the addition of 2 M HCl. The reaction mixture was men concentrated under vacuum, and the residue was azeotroped with toluene to provide 4,4-difluorocyclohex-1-ene-1-carboxylic acid an oily solid.
Workup
- concentrationconcentrated under vacuum
- customthe residue was azeotroped with toluene
Sources & evidence
- ORD record
- ord-df13731520b843dfb197dbdf37d68ee2
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07816380B2
Reaction notes
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