Ethanol → HCID 131710840, compound

HRID 258795

Reaction equation

HRID 258795 reaction equation
[CH2:1]([NH:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[CH:5]=1)[CH3:2].CCO[CH2:14][CH2:15][O:16][CH2:17][CH2:18]Br.C(=O)(O)[O-].[Na+].[CH2:25]([OH:27])[CH3:26]>O>[CH2:1]([N:3]([CH2:26][CH2:25][O:27][CH:17]([O:16][CH2:15][CH3:14])[CH3:18])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[CH:5]=1)[CH3:2]

Participants

6

Reactant 4

HCID 702EthanolHCID 7603N-ethyl-3-methylanilineHCID 516892Sodium BicarbonateHCID 70153241-Bromo-2-(2-ethoxyethoxy)ethane

Product 1

HCID 131710840HCID 131710840, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 67.5 g(0.5 mole) of N-ethyl-3-methyl-aniline, 98.5 g (0.5 mole) of [β-(β-ethoxy)-ethoxy]ethyl bromide, 44.1 g (0.55 mole) of sodium bicarbonate, 5.50 ml of ethanol and 145 ml of water was refluxed for 80 hours. Ethanol was removed by distillation and the oil layer was extracted with ether. The extract was dried with potassium carbonate and then ether was removed, followed by distillation of the residue oil under reduced pressure.

Workup

  1. temperaturewas refluxed for 80 hours
  2. customEthanol was removed by distillation
  3. extractionthe oil layer was extracted with ether
  4. dry with materialThe extract was dried with potassium carbonate
  5. customether was removed
  6. distillationfollowed by distillation of the residue oil under reduced pressure

Sources & evidence

ORD record
ord-a3059631fdba4057814c471ea83120ab
Source dataset
uspto-grants-1977_07
Patent number
US04035188

Linked notes

Loading…