4-tert-Butylcyclohexanone → 4-Tert-butyl-1,1-difluorocyclohexane
Reaction equation
[C:1]([CH:5]1CCC(=O)CC1)(C)([CH3:3])[CH3:2].C(N(S(F)(F)[F:18])CC)C.[F:21][C:22]1[CH:27]=[CH:26][C:25](OC)=[CH:24][CH:23]=1>C(Cl)Cl.Cl[Ti](Cl)(Cl)Cl>[F:21][C:22]1([F:18])[CH2:27][CH2:26][CH:25]([C:1]([CH3:5])([CH3:3])[CH3:2])[CH2:24][CH2:23]1Participants
6
Procedure
A reaction of 4-t-butylcyclohexanone (2 mmol) with diethylaminosulfur trifluoride (3.0 mmol) in CH2Cl2 (10 mL) containing TiCl4 (0.3 mmol) at room temperature gave a 99% conversion of starting material to products and a 67% yield of 1,1-difluoro-4-t-butylcyclohexane after 6 h. as determined by NMR (4-fluoroanisole as internal standard).
Workup
- customgave a 99% conversion of starting material to products
Sources & evidence
- ORD record
- ord-96b5f1c3e20f4625bf501d7f33ca1c35
- Source dataset
- uspto-grants-2001_04
- Patent number
- US06222064B1
Reaction notes
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