Toluene → HCID 19738525, compound

HRID 1460795Notes

Reaction equation

HRID 1460795 reaction equation
[H-].[Na+].C1(C)C=CC=CC=1.[CH3:10][O:11][CH:12]([O:20][CH3:21])[CH2:13][NH:14][C:15](=[O:19])[O:16][CH2:17][CH3:18].Cl[CH2:23][C:24]([CH2:26][F:27])=[CH2:25]>O>[F:27][CH2:26][C:24](=[CH2:23])[CH2:25][N:14]([CH2:13][CH:12]([O:11][CH3:10])[O:20][CH3:21])[C:15](=[O:19])[O:16][CH2:17][CH3:18]

Participants

6

Reactant 4

HCID 1140TolueneHCID 24758Sodium hydrideHCID 10921057Ethyl 2,2-dimethoxyethylcarbamateHCID 140720532-(Chloromethyl)-3-fluoroprop-1-ene

Product 1

HCID 19738525HCID 19738525, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

8 g (0.26 mol) of sodium hydride (80% pure) are initially introduced into 200 ml of toluene and 35.8 g (0.2 mol) of ethyl N-(2,2-dimethoxyethyl)-carbamate are added dropwise at 90° C. The mixture is then stirred for one hour at 90° C. and 32.6 g (0.3 mol) of 1-chloro-2-fluoromethylprop-2-ene are then added dropwise. The mixture is stirred overnight at 90° C., salts are dissolved in water, and the aqueous phase is separated off and extracted with toluene. The organic phases are dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. additionare added dropwise at 90° C
  2. stirringThe mixture is stirred overnight at 90° C.
  3. customthe aqueous phase is separated off
  4. extractionextracted with toluene
  5. dry with materialThe organic phases are dried over potassium carbonate
  6. concentrationconcentrated
  7. distillationthe residue is distilled

Sources & evidence

ORD record
ord-8c0de8319c124181a5ceffadbac46033
Source dataset
uspto-grants-1991_12
Patent number
US05071999

Reaction notes

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