Potassium Hydroxide → HCID 19738531, compound

HRID 1645998Notes

Reaction equation

HRID 1645998 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-5629be5ac52940e49115953ee0106d35
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

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