Ethanolamine → HCID 70573308, compound

HRID 614577Notes

Reaction equation

HRID 614577 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-0fe5c50a53814c3581fcf49a69d0be32
Source dataset
uspto-grants-1979_03
Patent number
US04145434

Reaction notes

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