Sodium Acetate → HCID 14822013, compound

HRID 330550Notes

Reaction equation

HRID 330550 reaction equation
N(S([O-])(=O)=O)(S([O-])(=O)=O)[O].[K+].[K+].C([O-])(=[O:15])C.[Na+].[OH:18][C:19]1[C:24]([O:25][CH3:26])=[C:23]([O:27][CH3:28])[CH:22]=[C:21]([CH3:29])[C:20]=1[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][C:39]([CH3:42])([OH:41])[CH3:40]>CO.O.O>[OH:41][C:39]([CH3:42])([CH3:40])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][C:20]1[C:19](=[O:18])[C:24]([O:25][CH3:26])=[C:23]([O:27][CH3:28])[C:22](=[O:15])[C:21]=1[CH3:29]

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 3032624Potassium nitrosodisulfonateHCID 14822012HCID 14822012, compound

Product 1

HCID 14822013HCID 14822013, compoundYield 68.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 22242641Methanol--water (1/1)Solvent

Conditions

Temperature
50 °C

Procedure

Potassium nitrosodisulfonate (12 g) and sodium acetate (12 g) are suspended in methanol-water (5:2, 210 ml), and 11-(2-hydroxy-3,4-dimethoxy-6-methylpheyl)-2-methylundecan-2-ol (2.4 g) is added thereto. The mixture is stirred at 50° C. for 14 hours and then diluted with water (100 ml). The methanol is distilled off. The aqueous soliution is extracted with ethyl acetate (200 ml), and the extract is washed with water, dried and concentrated under reduced pressure. The residue is subjected to silica gel column chromatography to give 1.7 g of 6-(10-hydroxy-10-methylundecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone as an orange oil.

Workup

  1. distillationThe methanol is distilled off
  2. extractionThe aqueous soliution is extracted with ethyl acetate (200 ml)
  3. washthe extract is washed with water
  4. customdried
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-bed2722443524d46ac19ed722dfff571
Source dataset
uspto-grants-1990_01
Patent number
US04897420

Reaction notes

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