1-Hydroxyethyl radical → HCID 20349003, compound

HRID 1578531Notes

Reaction equation

HRID 1578531 reaction equation
O[CH:2]([CH3:4])[O-:3].[Li+].[N+:6]([C:9]1[CH:16]=[CH:15][CH:14]=[C:13]([N+]([O-])=O)[C:10]=1[C:11]#[N:12])([O-:8])=[O:7].[O-:20]CC>O1CCCC1>[OH:20][CH2:4][CH2:2][O:3][C:13]1[CH:14]=[CH:15][CH:16]=[C:9]([N+:6]([O-:8])=[O:7])[C:10]=1[C:11]#[N:12]

Participants

5

Reactant 3

HCID 1194401-Hydroxyethyl radicalHCID 520718DinitrobenzonitrileHCID 23664518HCID 23664518, compound

Product 1

HCID 20349003HCID 20349003, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2-(2-Hydroxyethoxy)-6-nitrobenzonitrile is prepared by the dropwise addition of a tetrahydrofuran solution of lithium hydroxyethoxide to a tetrahydrofuran (500 ml.) solution of 2,6-dinitrobenzonitrile (19.3 g.) at reflux. After all the ethoxide is added, the reaction is refluxed for 4 hours, cooled and evaporated to dryness. The solid product is extracted with hot benzene, m.p. 140°-142°C.

Workup

  1. temperatureat reflux
  2. temperaturethe reaction is refluxed for 4 hours
  3. temperaturecooled
  4. customevaporated to dryness
  5. extractionThe solid product is extracted with hot benzene, m.p. 140°-142°C.

Sources & evidence

ORD record
ord-caa49e904269439a8388c23f4a2467d3
Source dataset
uspto-grants-1976_02
Patent number
US03937719

Reaction notes

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