Carbon Dioxide → HCID 67274536, compound

HRID 2277257Notes

Reaction equation

HRID 2277257 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:7]=2[F:13])[CH2:3][CH2:2]1.CCCCCC.C([Li])CCC.[C:25](=[O:27])=[O:26].C(=O)([O-])O.[Na+]>C1COCC1>[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][C:9]([C:25]([OH:27])=[O:26])=[C:8]([F:12])[C:7]=2[F:13])[CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 516892Sodium BicarbonateHCID 86731331HCID 86731331, compoundHCID 178418244HCID 178418244, compound

Product 1

HCID 67274536HCID 67274536, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-(cyclopropylmethoxy)-2,3-difluorobenzene (19.0 g) in THF (200 mL) was added 1.6 M n-butyllithium hexane solution (64.5 mL) at −78° C., and the mixture was stirred at the same temperature for 1 hr. To the reaction mixture was added dry ice, and the mixture was allowed to warm to room temperature, and stirred for 15 min. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the aqueous layer was washed with diethyl ether, and acidified with 6N hydrochloric acid. This mixture was extracted with ethyl acetate, and the extract was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained solid was washed with diethyl ether to give the title compound was obtained.

Workup

  1. stirringstirred for 15 min
  2. washthe aqueous layer was washed with diethyl ether
  3. extractionThis mixture was extracted with ethyl acetate
  4. dry with materialthe extract was dried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. washthe obtained solid was washed with diethyl ether

Sources & evidence

ORD record
ord-b636d2f4c62e4a6496d2f4ab3a020a29
Source dataset
uspto-grants-2015_09
Patent number
US09133129B2

Reaction notes

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