Ethanolamine → HCID 70573308, compound

HRID 1680008Notes

Reaction equation

HRID 1680008 reaction equation
[I-].C[N+:3]1[CH:8]=[CH:7][C:6]2[C:9]3[CH:21]=[CH:20][CH:19]=[CH:18][C:10]=3[CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[C:5]=2[CH:4]=1.C(CN)O>O>[CH:4]1[C:5]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[CH2:11][C:10]3[CH:18]=[CH:19][CH:20]=[CH:21][C:9]=3[C:6]=2[CH:7]=[CH:8][N:3]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 70572305HCID 70572305, compound2×

Product 1

HCID 70573308HCID 70573308, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 19.9 g 2-methyl-9H-dibenzo[1,2;5,6]cyclohepta[3,4-c]pyridinium iodide (formula IV) and 100 ml ethanolamine is heated with stirring in an oil bath at 160° C. for 2 hours. The reaction mixture is then poured out into H2O and extracted with ether. The organic phase is extracted with dilute HCl, after which the acid aqueous layer is made alkaline and extracted with ether. The ether layer is washed with H2O until neutral, dried over Na2SO4 and evaporated to dryness.

Workup

  1. temperatureis heated
  2. extractionextracted with ether
  3. extractionThe organic phase is extracted with dilute HCl
  4. extractionextracted with ether
  5. washThe ether layer is washed with H2O until neutral,
  6. dry with materialdried over Na2SO4
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-71e108276d0b49a8a634b06fefb36960
Source dataset
uspto-grants-1981_06
Patent number
US04271178

Reaction notes

Loading…