Trifluoroacetic acid → 1-propylcyclopropanecarboxylic acid
Reaction equation
[CH2:1]([C:4]1([C:7]([O:9]C(C)(C)C)=[O:8])[CH2:6][CH2:5]1)[CH2:2][CH3:3].FC(F)(F)C(O)=O>[OH-].[Na+]>[CH2:1]([C:4]1([C:7]([OH:9])=[O:8])[CH2:6][CH2:5]1)[CH2:2][CH3:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A stirred mixture of 21.0 g (0.11 mol) of tertbutyl 1-n-propylcyclopropanecarboxylate and 13.0 g (0.11 mol) of trifluoroacetic acid was refluxed for 3 hours and then added to 20 ml of dilute sodium hydroxide solution. After extraction of the byproducts with diethyl ether, the aqueous phase was acidified with dilute hydrochloric acid and again extracted with diethyl ether. This ether phase was then worked up in a conventional manner to obtain the product. Yield: 95%; colorless oil.
Workup
- temperaturewas refluxed for 3 hours
- extractionAfter extraction of the byproducts with diethyl ether
- extractionagain extracted with diethyl ether
- customto obtain the product
Sources & evidence
- ORD record
- ord-b24aaf9051bb420dafbdcd20225dd42e
- Source dataset
- uspto-grants-1994_12
- Patent number
- US05371268
Reaction notes
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