Acetic Acid → HCID 15411081, compound

HRID 362442Notes

Reaction equation

HRID 362442 reaction equation
C([O:3][CH:4](OCC)[CH2:5][O:6][C:7]1[CH:12]=[C:11]([Cl:13])[C:10]([O:14][CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)=[C:9]([Cl:26])[CH:8]=1)C.Cl.C(O)(=O)C>O>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([O:18][CH2:17][CH2:16][CH2:15][O:14][C:10]2[C:9]([Cl:26])=[CH:8][C:7]([O:6][CH2:5][CH:4]=[O:3])=[CH:12][C:11]=2[Cl:13])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 54512744HCID 54512744, compound

Product 1

HCID 15411081HCID 15411081, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-(3-(4-Chlorophenoxy)propyloxy)-3,5-dichlorophenoxyacetaldehyde diethylacetal (manufactured in Production Example 1 of intermediate described hereinafter) (1.6 g) was added dropwise to a mixed solution of 1 ml of hydrochloric acid and 9 ml of acetic acid with stirring at room temperature. After stirring at room temperature for 30 minutes, the reaction solution was poured into iced water and extracted twice with 100 ml of diethyl ether. The ether layers were combined. washed with water, washed twice with aqueous 5% sodium hydrogencarbonate, washed with water, dried over anhydrous magnesium sulfate and then concentrated to obtain 0.8 g of 4-(3-(4-chlorophenoxy)propyloxy)-3,5-dichlorophenoxyacetaldehyde as a crude product.

Workup

  1. stirringAfter stirring at room temperature for 30 minutes
  2. extractionextracted twice with 100 ml of diethyl ether
  3. washwashed with water
  4. washwashed twice with aqueous 5% sodium hydrogencarbonate
  5. washwashed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-383f06f1f8a44ceab34d37596de2e33c
Source dataset
uspto-grants-1999_02
Patent number
US05869506

Reaction notes

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