Isopropanol → HCID 86749439, compound

HRID 1721059Notes

Reaction equation

HRID 1721059 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[CH:3]=1.[CH:9](O)([CH3:11])[CH3:10]>OS(O)(=O)=O>[F:1][C:2]1([CH:9]([CH3:11])[CH3:10])[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[CH2:3]1

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 97411,3-Difluorobenzene

Product 1

HCID 86749439HCID 86749439, compoundYield 55.3%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
65 °C

Procedure

To a rapidly stirred mixture of 1,3-Difluorobenzene (31.5 ml, 320 mmol) and 80% H2SO4 (150 ml), Isopropanol (25 ml, 320 mmol) was added at room temperature. The mixture was heated to 65° C. and stirred for four hours. The resulting light brown mixture was cooled to room temperature. The organic layer was separated from the H2SO4 and washed twice with 50 ml saturated NaCl (aqueous). The organic layer was subjected to fractional distillation to give 55.2% (27.6 g, 177 mmol) of the title compound and 27.1% (9.9 g, 86.8 mmol) recovered 1,3- Difluorobenzene.

Workup

  1. additionwas added at room temperature
  2. temperatureThe resulting light brown mixture was cooled to room temperature
  3. customThe organic layer was separated from the H2SO4
  4. washwashed twice with 50 ml saturated NaCl (aqueous)
  5. distillationThe organic layer was subjected to fractional distillation

Sources & evidence

ORD record
ord-2a73cb1672654bd890d6a50ddedb4f83
Source dataset
uspto-grants-1996_04
Patent number
US05508423

Reaction notes

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