Toluene → HCID 19738534, compound

HRID 1460799Notes

Reaction equation

HRID 1460799 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+].C1(C)C=CC=CC=1.[F:22][C:23](=[CH2:26])[CH2:24]Br>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.O>[CH3:12][O:11][CH:3]([O:2][CH3:1])[CH2:4][N:5]([CH2:26][C:23]([F:22])=[CH2:24])[C:6](=[O:10])[O:7][CH2:8][CH3:9]

Participants

7

Reactant 4

HCID 1140TolueneHCID 14797Potassium HydroxideHCID 1092058535386-83-5HCID 10921057Ethyl 2,2-dimethoxyethylcarbamate

Product 1

HCID 19738534HCID 19738534, compound

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 962WaterSolvent

Procedure

11.6 g (65.5 mmol) of ethyl N-(2,2-dimethoxyethyl)-carbamate, 15 g of powdered potassium hydroxide and 0.25 g of triethylbenzylammonium chloride are initially introduced into 65 ml of toluene and 10 g (72 mmol) of 2-fluoroallyl bromide are added dropwise at room temperature. The mixture is stirred overnight at room temperature, 100 ml of water are added, and the aqueous phase is separated off and extracted using 30 ml of toluene. The organic solutions are dried over magnesium sulphate and concentrated, and the residue is distilled.

Workup

  1. additionare added dropwise at room temperature
  2. customthe aqueous phase is separated off
  3. extractionextracted
  4. dry with materialThe organic solutions are dried over magnesium sulphate
  5. concentrationconcentrated
  6. distillationthe residue is distilled

Sources & evidence

ORD record
ord-606968985ba04782bae453f82b89d212
Source dataset
uspto-grants-1991_12
Patent number
US05071999

Reaction notes

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