Epichlorohydrin → HCID 20029869, compound

HRID 325351Notes

Reaction equation

HRID 325351 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[C:6]([Cl:11])[C:3]=1[CH:4]=[O:5].[CH2:12]([CH:14]1[O:16][CH2:15]1)Cl>[OH-].[Na+]>[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH2:12][CH:14]2[O:16][CH2:15]2)[CH:7]=[C:6]([Cl:11])[C:3]=1[CH:4]=[O:5]

Participants

4

Reactant 2

HCID 7835EpichlorohydrinHCID 5283822,6-Dichloro-4-hydroxybenzaldehyde

Product 1

HCID 20029869HCID 20029869, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

To a stirred solution of 2,6-dichloro-4-hydroxy benzaldehyde (3.0 gm 0.0167 m) in 1.5 N sodium hydroxide (25 m) at 50° is added epichlorohydrin (4.4 gm, 0.048 m). After stirring at 50° for 3 hours, the solution is cooled and extracted with chloroform. The chloroform is dried over anhydrous sodium sulfate, filtered and concentrated to 2,6-dichloro-4-(2,3-epoxypropoxy)-benzaldehyde (3 g) which is used without further purification.

Workup

  1. temperaturethe solution is cooled
  2. extractionextracted with chloroform
  3. dry with materialThe chloroform is dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to 2,6-dichloro-4-(2,3-epoxypropoxy)-benzaldehyde (3 g) which
  6. customis used without further purification

Sources & evidence

ORD record
ord-457db11e669e482ebaabc719f0058e52
Source dataset
uspto-grants-1984_04
Patent number
US04440774

Reaction notes

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