Sodium Hydroxide → 2,3-Difluorotoluene

HRID 613805Notes

Reaction equation

HRID 613805 reaction equation
Cl[C:2]1([F:11])[C:7](F)([F:8])[CH2:6][CH:5]=[CH:4][CH:3]1[CH3:10].[OH-].[Na+]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[F:11][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:10]

Participants

4

Conditions

Temperature
80 °C

Procedure

To a stirred solution of 4-chloro-3-methyl-4,5,5-trifluorocyclohexene of 58.6 g prepared in Example 12 was added 2.5 g of benzyltriethylammonium chloride, and then the reaction mixture was heated to 80° C. followed by slowly adding 240 g of 50% aqueous sodium hydroxide solution for 1 hour. The reaction mixture was stirred for additional 3 hours at 80° C., and then the resultant was purified by steam distillation followed by separating the aqueous layer. The organic layer was dried with calcium chloride, and then 32.3 g of the desired product was collected by fractional distillation as a colorless liquid.

Workup

  1. distillationthe resultant was purified by steam distillation
  2. customby separating the aqueous layer
  3. dry with materialThe organic layer was dried with calcium chloride
  4. distillation32.3 g of the desired product was collected by fractional distillation as a colorless liquid

Sources & evidence

ORD record
ord-a2d78162ed9e475fbe4915d074836cd7
Source dataset
uspto-grants-1999_12
Patent number
US06008407

Reaction notes

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