Ethyl ketone → 7,7,7-Trifluoro-3-ethyl-3-heptanol

HRID 41342Notes

Reaction equation

HRID 41342 reaction equation
[Mg].Br[CH2:3][CH2:4][CH2:5][C:6]([F:9])([F:8])[F:7].[CH3:10][CH2:11][C:12](=[O:15])[CH2:13][CH3:14]>O1CCCC1>[F:7][C:6]([F:9])([F:8])[CH2:5][CH2:4][CH2:3][C:12]([CH2:13][CH3:14])([OH:15])[CH2:11][CH3:10]

Participants

5

Procedure

1.3 g of magnesium, 10.0 g of 1-bromo-4,4,4-trifluorobutane and 20 g of tetrahydrofuran were added to a four-necked flask equipped with a nitrogen feeding pipe, a reflux condenser, a dropping funnel and a thermometer, and a Grignard reagent was prepared by a conventional method. Then, a mixture containing 5.0 g of 3-pentanone and 4 g of tetrahydrofuran was dropwise added to the obtained Grignard reagent at a temperature of 25 to 35° C. over 30 minutes, followed by stirring at the same temperature for 1 hour. The reaction mixture was treated by a conventional method, and the resulting organic phase was washed with water, followed by drying with anhydrous magnesium sulfate. Thereafter, the resultant was concentrated under reduced pressure, thereby obtaining 7.9 g of 7,7,7-trifluoro-3-ethyl-3-heptanol in the form of a pale yellow oily matter.

Workup

  1. customequipped with a nitrogen feeding pipe, a reflux condenser, a dropping funnel
  2. additionThe reaction mixture was treated by a conventional method
  3. washthe resulting organic phase was washed with water
  4. dry with materialby drying with anhydrous magnesium sulfate
  5. concentrationThereafter, the resultant was concentrated under reduced pressure

Sources & evidence

ORD record
ord-606d302f54874402afc4c8a6e2f4cb8d
Source dataset
uspto-grants-2013_09
Patent number
US08530598B2

Reaction notes

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