Potassium Hydroxide → HCID 19738531, compound

HRID 1460769Notes

Reaction equation

HRID 1460769 reaction equation
[CH3:1][O:2][CH:3]([O:11][CH3:12])[CH2:4][NH:5][C:6](=[O:10])[O:7][CH2:8][CH3:9].[OH-].[K+].[Cl:15][C:16](=[CH2:19])[CH2:17]I>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.C1(C)C=CC=CC=1>[Cl:15][C:16](=[CH2:17])[CH2:19][N:5]([CH2:4][CH:3]([O:2][CH3:1])[O:11][CH3:12])[C:6](=[O:10])[O:7][CH2:8][CH3:9]

Participants

6

Reactant 3

HCID 14797Potassium Hydroxide2×HCID 10921057Ethyl 2,2-dimethoxyethylcarbamateHCID 109435662-Chloro-3-iodoprop-1-ene2×

Product 1

HCID 19738531HCID 19738531, compound

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalyst2×HCID 1140TolueneSolvent

Procedure

115 g (0.65 mol) of ethyl N-(2,2-dimethoxyethyl) -carbamate, 130 g of powdered potassium hydroxide and 2 g of triethylbenzylammonium chloride are initially introduced into 650 ml of toluene and 142 g (0.7 mol) of 2-chloroallyl iodide are added dropwise at room temperature. After stirring overnight, a gas chromatogram showed incomplete conversion, hence 65 g of powdered potassium hydroxide and 1 g of triethylbenzylammonium chloride were added again and a further 71 g (0.35 mol) of 2-chloroallyl iodide were added dropwise. After stirring overnight at room temperature, the salts were filtered off with suction, the filtrate was washed with saturated sodium chloride solution, dried over magnesium sulphate and concentrated, and the residue was distilled.

Workup

  1. additionare added dropwise at room temperature
  2. additionwere added again
  3. stirringAfter stirring overnight at room temperature
  4. filtrationthe salts were filtered off with suction
  5. washthe filtrate was washed with saturated sodium chloride solution
  6. dry with materialdried over magnesium sulphate
  7. concentrationconcentrated
  8. distillationthe residue was distilled

Sources & evidence

ORD record
ord-d644888567ac42bcaee13a3a4e19dfe0
Source dataset
uspto-grants-1991_12
Patent number
US05071999

Reaction notes

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