Sodium hydride → HCID 14817095, compound

HRID 1654431Notes

Reaction equation

HRID 1654431 reaction equation
[H-].[Na+].[CH:3]1([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12])[CH2:5][CH2:4]1.[F:13][C:14]1[C:15]([F:21])=[C:16](O)[CH:17]=[CH:18][CH:19]=1>CN(C=O)C>[CH:3]1([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:16]2[CH:17]=[CH:18][CH:19]=[C:14]([F:13])[C:15]=2[F:21])[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 808792,3-DifluorophenolHCID 148170946-Cyclopropylhexan-1-ol

Product 1

HCID 14817095HCID 14817095, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.9 g of NaH (60% in oil) and 20 g of 6-cyclopropyl-hexanol were added to a solution of 8.5 g of difluoro-phenol in 100 ml of DMF. After a reaction time of 24 hours at room temperature, the solution was poured onto ice and extracted with CH2Cl2. After drying (Na2SO4) and removal of the solvent by distillation, 16.5 g of 6-cyclopropylhexyloxy-2,3-difluorobenzene were obtained as a colorless oil.

Workup

  1. additionAfter a reaction time of 24 hours at room temperature, the solution was poured onto ice
  2. extractionextracted with CH2Cl2
  3. customAfter drying
  4. custom(Na2SO4) and removal of the solvent
  5. distillationby distillation

Sources & evidence

ORD record
ord-f985eccb90b04e28aa59a2a73d70849b
Source dataset
uspto-grants-1995_04
Patent number
US05407599

Reaction notes

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