Hydrochloric Acid → HCID 22408132, compound

HRID 439813Notes

Reaction equation

HRID 439813 reaction equation
C1O[CH:4]([C:5]2[CH:10]=[CH:9][C:8]([CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=3)=[CH:7][CH:6]=2)[O:3]C1.Cl>O1CCCC1>[Cl:18][C:14]1[CH:13]=[C:12]([CH2:11][C:8]2[CH:7]=[CH:6][C:5]([CH:4]=[O:3])=[CH:10][CH:9]=2)[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22408213HCID 22408213, compound

Product 1

HCID 22408132HCID 22408132, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(3-chlorophenylmethyl)benzaldehyde ethylene acetal (19.9 g) in tetrahydrofuran (80 ml) was added dropwise 10% hydrochloric acid (25.0 ml). After stirring for 15 minutes under ice-cooling, tetrahydrofuran was removed by using a reduced pressure distillation. and the residue was extracted with ethyl acetate. The organic layer was washed with water, saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was distilled away to give the title compound (16.72 g) at a quantitative yield.

Workup

  1. temperaturecooling
  2. customtetrahydrofuran was removed
  3. distillationa reduced pressure distillation
  4. extractionand the residue was extracted with ethyl acetate
  5. washThe organic layer was washed with water, saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled away

Sources & evidence

ORD record
ord-5fc1d94e261840e5a55f94f2408524f6
Source dataset
uspto-grants-1996_05
Patent number
US05516777

Reaction notes

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