Ethanol → HCID 20311995, compound

HRID 2420488Notes

Reaction equation

HRID 2420488 reaction equation
Cl[C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:13])[C:3]=1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[Na].[CH2:27]([OH:29])[CH3:28]>>[CH2:14]([C:3]1[C:4](=[O:13])[C:5]2[C:10]([C:11](=[O:12])[C:2]=1[O:29][CH2:27][CH3:28])=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 3

HCID 702EthanolHCID 1030502-Chloro-3-dodecyl-1,4-naphthoquinoneHCID 5360545Sodium

Product 1

HCID 20311995HCID 20311995, compound

Procedure

Eight parts of 3-chloro-2-n-dodecyl-1,4-naphthoquinone were added in one portion to a solution of 0.54 parts of sodium metal dissolved in 100 parts of ethyl alcohol at ambient temperature. The resulting dark suspension was heated at reflux for two hours. Excess ethyl alcohol was removed in vacuo and the dark residue was recrystallized from 2-propanol to yield 7.6 parts of 2-n-dodecyl-3-ethoxy-1,4-naphthoquinone, m.p. 36°-38° C.

Workup

  1. temperatureThe resulting dark suspension was heated
  2. temperatureat reflux for two hours
  3. customExcess ethyl alcohol was removed in vacuo
  4. customthe dark residue was recrystallized from 2-propanol

Sources & evidence

ORD record
ord-d106ee23c6654a7ba1267b4973c63cca
Source dataset
uspto-grants-1978_08
Patent number
US04110473

Reaction notes

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