Hydrochloric Acid → HCID 19898317, compound

HRID 1196403Notes

Reaction equation

HRID 1196403 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][N:6]([CH2:12][CH:13]=[CH:14][CH2:15][CH3:16])[C:7](=[O:11])[CH:8](Cl)[Cl:9].C(NCCCC)CCC.[ClH:29]>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][N:6]1[CH2:12][CH:13]([CH:14]([Cl:29])[CH2:15][CH3:16])[CH:8]([Cl:9])[C:7]1=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8148DibutylamineHCID 53837823HCID 53837823, compound

Product 1

HCID 19898317HCID 19898317, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
90 °C

Procedure

N-(3-chlorobenzyl)-N-(2-pentenyl)-2,2-dichloroacetamide was added by 1 g into 15 ml of xylene, to which 2 g of di-normal-butylamine and 0.5 g of cuprous chloride were added under stirring at 90° C. After continuing stirring for one hour, 40 ml of 20% hydrochloric acid was added and extracted with toluene. The extract was dried with anhydrous magnesium sulfate, concentrated by an evaporator and then purified on silica gel chromatography (hexane/ethyl acetate=3/1, v/v) to obtain 0.6 g of an oily product. This was a mixture of four isomers.

Workup

  1. additionwere added
  2. stirringAfter continuing stirring for one hour
  3. extractionextracted with toluene
  4. dry with materialThe extract was dried with anhydrous magnesium sulfate
  5. concentrationconcentrated by an evaporator
  6. custompurified on silica gel chromatography (hexane/ethyl acetate=3/1

Sources & evidence

ORD record
ord-856d38dd148d4e63952b88b699d1ab8d
Source dataset
uspto-grants-1992_05
Patent number
US05114466

Reaction notes

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