Carbon Dioxide → HCID 63074857, compound

HRID 1695527Notes

Reaction equation

HRID 1695527 reaction equation
C([Li])CCC.Br[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][O:14][CH:15]2[CH2:18][CH2:17][CH2:16]2)=[C:9]([F:19])[CH:8]=1.[C:20](=[O:22])=[O:21]>C1COCC1.O>[CH:15]1([O:14][CH2:13][C:10]2[CH:11]=[CH:12][C:7]([C:20]([OH:22])=[O:21])=[CH:8][C:9]=2[F:19])[CH2:18][CH2:17][CH2:16]1

Participants

6

Reactant 3

HCID 280Carbon DioxideHCID 62142178HCID 62142178, compoundHCID 178418339Butyllithium

Product 1

HCID 63074857HCID 63074857, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

n-Butyllithium (1.6 M in hexane; 7.0 ml) was added to a solution of 4-bromo-1-cyclobutoxymethyl-2-fluorobenzene (2.6 g) in THF (50 ml) at −78° C. After 15 minutes, dry ice (4.4 g) was added. After warming to room temperature, the mixture was diluted with water and extracted with ethyl acetate. The aqueous phase was acidified and again extracted with ethyl acetate. The organic phase was dried over magnesium sulfate, filtered and concentrated. The product with the molecular weight of 224.23 (C12H13FO3); MS (ESI): 225 (M+H+) was obtained in this way.

Workup

  1. extractionextracted with ethyl acetate
  2. extractionagain extracted with ethyl acetate
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customMS (ESI): 225 (M+H+) was obtained in this way

Sources & evidence

ORD record
ord-150f1a2149dd4acc8b4fcae00299a7e4
Source dataset
uspto-grants-2012_04
Patent number
US08163741B2

Reaction notes

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