Ethylene Glycol → HCID 14180572, compound

HRID 1904961Notes

Reaction equation

HRID 1904961 reaction equation
Cl[C:2]1[C:3](=[O:15])[C:4]2[C:9]([C:10](=[O:13])[C:11]=1Cl)=[CH:8][C:7]([Cl:14])=[CH:6][CH:5]=2.[CH2:16]([OH:19])[CH2:17][OH:18].[Na]>O>[Cl:14][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[C:3](=[O:15])[C:2]1[O:18][CH2:17][CH2:16][O:19][C:11]=1[C:10]2=[O:13]

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 5360545SodiumHCID 126602492,3,6-Trichloronaphthalene-1,4-dione

Product 1

HCID 14180572HCID 14180572, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

2,3,6-Trichloronaphthoquinone (13.1 g) is added in small portions to a solution previously prepared from ethylene glycol (500 ml) and sodium metal (2.3 g) and heated to 80° C. under nitrogen. Upon completion of the addition, the reaction mixture is diluted with water (1 L) and cooled. The resulting precipitate is collected to afford 6-chloro-2,3-ethylenedioxy-1,4-naphthoquinone as an orange solid.

Workup

  1. additionUpon completion of the addition
  2. temperaturecooled
  3. customThe resulting precipitate is collected

Sources & evidence

ORD record
ord-401c845b5e3c445d81458de8215224f7
Source dataset
uspto-grants-1989_06
Patent number
US04840965

Reaction notes

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