Hydrochloric Acid → HCID 178442823, compound

HRID 2072028Notes

Reaction equation

HRID 2072028 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].[OH-:26].[Na+].Cl>C(O)C>[CH2:14]([C:3]1[C:4](=[O:13])[C:5]2[C:10]([C:11](=[O:12])[C:2]=1[OH:26])=[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

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 1030502-Chloro-3-dodecyl-1,4-naphthoquinone

Product 1

HCID 178442823HCID 178442823, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 10 parts of 3-chloro-2-n-dodecyl-1,4-naphthoquinone. 5 parts of 50% aqueous sodium hydroxide and 320 parts of 95% aqueous ethanol were heated at reflux for 15 minutes. The color of the mixture turned from yellow to dark red. The mixture was cooled to 25° and acidified with 10% aqueous hydrochloric acid. The color of the mixture was golden yellow after acidification. The product was filtered off and washed twice with water (25 parts) and twice with cold methanol (25 parts) to yield 8 parts of 2-n-dodecyl-3-hydroxy-1,4-naphthoquinone, mp. 85° - 87° C.

Workup

  1. temperatureat reflux for 15 minutes
  2. temperatureThe mixture was cooled to 25°
  3. filtrationThe product was filtered off
  4. washwashed twice with water (25 parts) and twice with cold methanol (25 parts)

Sources & evidence

ORD record
ord-e5c4533d705745f5bcd2adcd6e137e26
Source dataset
uspto-grants-1977_09
Patent number
US04049705

Reaction notes

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