Sodium Iodide → HCID 21280636, compound

HRID 414439

Reaction equation

HRID 414439 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].Cl[CH2:18][CH2:19][O:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][OH:26]>C(O)CCC>[CH3:1][N:2]([CH2:18][CH2:19][O:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][OH:26])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 7515N-MethylanilineHCID 11430Potassium CarbonateHCID 788712-(2-(2-Chloroethoxy)ethoxy)ethanol

Product 1

HCID 21280636HCID 21280636, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of freshly distilled N-methylaniline (116 g, 1.1 mol), potassium carbonate (175 g, 1.25 mol), sodium iodide (4 g, 0.025 mol), 2-[2-(2-chloroethoxy)ethoxy]ethanol (168 g, 1 mol), and 900 mL of butanol was heated at reflux for 72 hours under nitrogen with vigorous stirring. After cooling and filtration the butanol was evaporated at reduced pressure to leave a tan oil. The oil was fractionally distilled in vacuo, yielding 150 g (63%) as a colorless oil, bp 190°-191° C. (0.13 mm).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 72 hours under nitrogen with vigorous stirring
  3. temperatureAfter cooling
  4. filtrationfiltration the butanol
  5. customwas evaporated at reduced pressure
  6. customto leave a tan oil
  7. distillationThe oil was fractionally distilled in vacuo
  8. customyielding 150 g (63%) as a colorless oil, bp 190°-191° C. (0.13 mm)

Sources & evidence

ORD record
ord-d37f2b412cce47ea9333d02b28415777
Source dataset
uspto-grants-1988_12
Patent number
US04792208

Linked notes

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