Dimethylformamide → HCID 12881466, compound

HRID 637901

Reaction equation

HRID 637901 reaction equation
CN(C)[CH:3]=[O:4].[OH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]1[C:32]([OH:33])=[C:31]([O:34][CH3:35])[C:30]([O:36][CH3:37])=[CH:29][C:28]=1C>O=O.C1C=C(C=NCCN=CC2C([O-])=CC=CC=2)C([O-])=CC=1.[Co+2]>[OH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]1[C:32](=[O:33])[C:31]([O:34][CH3:35])=[C:30]([O:36][CH3:37])[C:3](=[O:4])[C:28]=1[CH3:29]

Participants

5

Reactant 2

HCID 6228DimethylformamideHCID 12832663HCID 12832663, compound

Product 1

HCID 12881466HCID 12881466, compound

Reagents, catalysts & solvents 2

HCID 26517SalcomineCatalystHCID 977OxygenSolvent

Procedure

To a dimethylformamide solution (50 ml) of 6-(20-hydroxyeicosanyl)-2,3-dimethoxy-5-methylphenol (4.0 g) is added bis(salicylidene)ethylenediiminocobalt(II) (40 mg), and the mixture is stirred in oxygen streams at atmospheric temperature and pressure for 72 hours. The product is isolated as in Example 7 and recrystallized from ether. The above procedure yields 6-(20-hydroxyeicosyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (3.28 g) as yellow needles melting at 85° C.

Workup

  1. customThe product is isolated as in Example 7
  2. customrecrystallized from ether

Sources & evidence

ORD record
ord-2c2f900c296845b9b095355b03bb20c7
Source dataset
uspto-grants-1985_12
Patent number
US04559177

Linked notes

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