4-tert-Butylcyclohexanone → 4-tert-butyl-1,1-difluorocyclohexane

HRID 325170Notes

Reaction equation

HRID 325170 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>[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]1

Participants

5

Reactant 3

HCID 73924-tert-ButylcyclohexanoneHCID 99874-FluoroanisoleHCID 123472(Diethylamino)sulfur trifluoride

Product 1

HCID 6404994-tert-butyl-1,1-difluorocyclohexaneYield 67%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A reaction of 4-t-butylcyclohexanone (2 mmol) with diethylaminosulfur trifluoride (3.0 mmol) in CH2Cl2 (10 mL) 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

  1. customgave a 99% conversion of starting material to products

Sources & evidence

ORD record
ord-78b0529538344dfea03417bf3a6c2e66
Source dataset
uspto-grants-2001_04
Patent number
US06222064B1

Reaction notes

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