1,3-Dioxolane, 2-(4-fluoro-3-phenoxyphenyl)- → 4-Fluoro-3-phenoxybenzaldehyde

HRID 1248873Notes

Reaction equation

HRID 1248873 reaction equation
C1O[CH:4]([C:5]2[CH:10]=[CH:9][C:8]([F:11])=[C:7]([O:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:6]=2)[O:3]C1>C(O)C.O.Cl>[F:11][C:8]1[CH:9]=[CH:10][C:5]([CH:4]=[O:3])=[CH:6][C:7]=1[O:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 1

HCID 119706461,3-Dioxolane, 2-(4-fluoro-3-phenoxyphenyl)-

Product 1

HCID 1100684-Fluoro-3-phenoxybenzaldehydeYield 91%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 26 g (0.1 mol) of 4-fluoro-3-phenoxy-benzaldehyde ethyleneacetal in 60 ml of ethanol, 20 ml of water and 1 ml of concentrated hydrochloric acid was stored at room temperature for 3 hours. The ethanol was then distilled off in vacuo, and 100 ml of toluene were added to the residue. The water was separated off and the organic phase was washed twice with 50 ml of water each time, dried over sodium sulphate and evaporated in vacuo. The residue was distilled in vacuo. 19.6 g (91% of theory) of 4-fluoro-3-phenoxy-benzaldehyde were obtained in this manner in the form of a colorless oil with a boiling point of 102°-104° C./0.1 mm Hg.

Workup

  1. distillationThe ethanol was then distilled off in vacuo, and 100 ml of toluene
  2. additionwere added to the residue
  3. customThe water was separated off
  4. washthe organic phase was washed twice with 50 ml of water each time
  5. dry with materialdried over sodium sulphate
  6. customevaporated in vacuo
  7. distillationThe residue was distilled in vacuo

Sources & evidence

ORD record
ord-7c0782b66eed4a66ac8f677b6a564ab3
Source dataset
uspto-grants-1986_12
Patent number
US04626601

Reaction notes

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