Hydrochloric Acid → 1-(3-Chloro-1-propen-1-yl)-4-fluorobenzene

HRID 2259437Notes

Reaction equation

HRID 2259437 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[CH:9]=[CH2:10])=[CH:4][CH:3]=1.[ClH:12]>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][CH2:10][Cl:12])=[CH:4][CH:3]=1

Participants

4

Procedure

273.6 g (1.798 mol) of 1-(4-fluorophenyl)allyl alcohol were dissolved with stirring in 2,000 ml of methylene chloride. Subsequently, 101.0 g (2,770 mol) of hydrogen chloride were passed in over the course of 3 h, during which the temperature rose to 37° C. The mixture was then stirred for 1 h. After washing with 600 ml of ice-cold water and a mixture of 150 ml of saturated brine and 150 ml of water, the organic phase was dried over sodium sulfate and concentrated. 294.6 g (98%) of a brown oil were obtained.

Workup

  1. customwere passed in over the course of 3 h, during which
  2. customrose to 37° C
  3. washAfter washing with 600 ml of ice-cold water
  4. additiona mixture of 150 ml of saturated brine and 150 ml of water
  5. dry with materialthe organic phase was dried over sodium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-9c2abfae17fa4ef4a5431eb346963d08
Source dataset
uspto-grants-1995_12
Patent number
US05473080

Reaction notes

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