Diethyl Ether → HCID 67947580, compound

HRID 981594Notes

Reaction equation

HRID 981594 reaction equation
[C:1]([C:4]([CH3:26])=[CH:5][CH2:6][CH2:7][C:8]([CH3:25])=[CH:9][CH2:10][C:11]1[C:16]([OH:17])=[C:15]([O:18][CH3:19])[C:14]([O:20][CH3:21])=[C:13]([O:22]C)[C:12]=1[CH3:24])([OH:3])=[O:2].CCOCC>C(OCC)(=O)C>[C:1]([C:4]([CH3:26])=[CH:5][CH2:6][CH2:7][C:8]([CH3:25])=[CH:9][CH2:10][C:11]1[C:16](=[O:17])[C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[C:13](=[O:22])[C:12]=1[CH3:24])([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 54551386HCID 54551386, compound

Product 1

HCID 67947580HCID 67947580, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2 g of 6-(7-carboxy-3-methyl-2,6-octadienyl)-2,3,4-trimethoxy-5-methylphenol as prepared in Example 1 was dissolved in 20 ml of ethyl acetate and 5 g of ferric chloride hexahydrate was added thereto. The reaction mixture was stirred at room temperature for 30 min. After adding 100 ml of ether, it was washed with water, dried over anhydrous magnesium sulfate and concentrated. The concentrate was purified by means of silica gel chromatography with the use of ethyl acetate/benzene as the eluent to give 1.8 g of the title compound as an orange oil.

Workup

  1. washwas washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. customThe concentrate was purified by means of silica gel chromatography with the use of ethyl acetate/benzene as the eluent

Sources & evidence

ORD record
ord-2eee1a7720a140408f2d3e5d31549d5d
Source dataset
uspto-grants-1991_02
Patent number
US04992469

Reaction notes

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