2,6-Dichlorophenol → 2-(2-Bromo-1,1,2,3,3,3-hexafluoropropanoxy)-1,3-dichlorobenzene

HRID 980250

Reaction equation

HRID 980250 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].C(S)CC.Br[C:21]([F:30])([F:29])[C:22]([F:28])([Br:27])[C:23]([F:26])([F:25])[F:24]>CN(C)C=O>[Br:27][C:22]([F:28])([C:23]([F:26])([F:25])[F:24])[C:21]([F:30])([F:29])[O:9][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[Cl:8]

Participants

6

Reactant 4

HCID 68992,6-DichlorophenolHCID 7848Propyl mercaptanHCID 11430Potassium CarbonateHCID 695791,2-Dibromo-1,1,2,3,3,3-hexafluoropropane

Product 1

HCID 202224142-(2-Bromo-1,1,2,3,3,3-hexafluoropropanoxy)-1,3-dichlorobenzeneYield 84.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a manner similar to Step A of Example 1, the reaction of 16.3 g (0.10 mole) 2,6-dichlorophenol, 13.8 g (0.10 mole) potassium carbonate, 1.0 g (0.013 mole) propanethiol, 62.0 g (0.20 mole) 1,2-dibromohexafluoropropane, and 125 ml of N,N-dimethylformamide produced 33.0 g of 2-(2-bromo-1,1,2,3,3,3-hexafluoropropanoxy)-1,3-dichlorobenzene as an oil. The ir spectra was consistent with the proposed structure.

Sources & evidence

ORD record
ord-27a28549375a4545b65144861ada399d
Source dataset
uspto-grants-1987_01
Patent number
US04636523

Linked notes

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