Ethyl trifluoroacetate → HCID 11085102, compound

HRID 1003129Notes

Reaction equation

HRID 1003129 reaction equation
[Mg].[CH2:2]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]Br)[CH3:3].[F:11][C:12]([F:19])([F:18])[C:13](OCC)=[O:14].[Cl-].[NH4+]>C(OCC)C>[CH2:2]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:13](=[O:14])[C:12]([F:19])([F:18])[F:11])[CH3:3]

Participants

6

Reactant 4

HCID 9794Ethyl trifluoroacetateHCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 10878050HCID 10878050, compound

Product 1

HCID 11085102HCID 11085102, compoundYield 58.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
-20 °C

Procedure

A Grignard reagent which was prepared from 6.4 g (0.27 mol) of magnesium turnings and 48.7 g (0.25 mol) of 5-bromopentyl ethyl ether was added over 45 minutes to a solution of 35.5 g (0.25 mol) of ethyl trifluoroacetate in 300 ml of diethyl ether at -60° C. After stirring for further 2 hours, the temperature was increased to -20° C. and a saturated aqueous ammonium chloride solution was added. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated. The residue was distilled under the reduced pressure, to obtain 31 g of 7-ethoxy-1,1,1-trifluoro-2-heptanone. Boiling point; 90-92° C. (47 mmHg).

Workup

  1. washThe organic layer was washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. distillationThe residue was distilled under the reduced pressure

Sources & evidence

ORD record
ord-bc097792a60c4328a562b8b5378c5488
Source dataset
uspto-grants-2000_04
Patent number
US06045720

Reaction notes

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