Carbon Dioxide → HCID 63074857, compound

HRID 2099330Notes

Reaction equation

HRID 2099330 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-14fe2f68a89543bdbe7da45a016c0b79
Source dataset
uspto-grants-2009_08
Patent number
US07569583B2

Reaction notes

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