Sulfuryl chloride → Ethyl 2-chloro-3-oxo-3-[2-(trifluoromethyl)phenyl]propanoate

HRID 2282188Notes

Reaction equation

HRID 2282188 reaction equation
[O:1]=[C:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]([F:18])([F:17])[F:16])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].S(Cl)([Cl:22])(=O)=O>C(OCC)C>[Cl:22][CH:3]([C:2](=[O:1])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]([F:16])([F:17])[F:18])[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 2760280Ethyl 3-oxo-3-[2-(trifluoromethyl)phenyl]propanoate

Product 1

HCID 86649590Ethyl 2-chloro-3-oxo-3-[2-(trifluoromethyl)phenyl]propanoateYield 64.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Using ethyl 3-oxo-3-[2-(trifluoromethyl)phenyl]propanoate (1.0 g, 3.8 mmol), sulfuryl chloride (620 mg, 4.9 mmol) and diethyl ether (50 mL) as starting materials and in the same manner as in Example 20-B(i), the title compound (720 mg, 64%) was obtained as a colorless oil.

Sources & evidence

ORD record
ord-4e355216f0234c398a781bc98eaac04d
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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