Iodopentafluoroethane → 2,2,3,3,3-Pentafluoro-1-(3-methoxyphenyl)propan-1-one

HRID 1763069Notes

Reaction equation

HRID 1763069 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](Cl)=[O:7].[F:12][C:13](I)([F:18])[C:14]([F:17])([F:16])[F:15]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:6](=[O:7])[C:13]([F:18])([F:12])[C:14]([F:17])([F:16])[F:15])[CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 9636IodopentafluoroethaneHCID 74374m-Anisoyl chloride

Product 1

HCID 143656702,2,3,3,3-Pentafluoro-1-(3-methoxyphenyl)propan-1-oneYield 61%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Under protective gas, 31.5 g (0.185 mol) of 3-methoxybenzoyl chloride in 150 ml of CH2Cl2 are initially introduced into a round-bottomed flask. 48.6 g (0.2 mol) of phosphorous acid trisdiethylamide are added at about -10° C. 50 g (0.2 mol) of pentafluoroethyl iodide are then introduced into the reaction mixture at 0° C. during the course of one hour. The mixture is stirred for a further 5 hours at 0° C. and then worked up analogously to Example 1. 22.9 g (61% yield) of 1-(3-methoxyphenyl)-2,2,3,3,3-pentafluoropropan-1-one of b.p. 95°-97° C./11 mbar are obtained.

Sources & evidence

ORD record
ord-0fe0212cd5cd43af8673bcc88ee6a84f
Source dataset
uspto-grants-1989_05
Patent number
US04835318

Reaction notes

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