Veratrole → HCID 10902418, compound

HRID 1871445Notes

Reaction equation

HRID 1871445 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][CH3:10].[Cl-].[Cl-].[Cl-].[Al+3].[C@@H:15]12[C:24](=[O:25])[O:23][C:21](=[O:22])[C@@H:16]1[CH2:17][CH2:18][CH2:19][CH2:20]2>ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH:6]=[CH:5][C:4]=1[O:9][CH3:10])[C:24]([C@H:15]1[CH2:20][CH2:19][CH2:18][CH2:17][C@H:16]1[C:21]([OH:23])=[O:22])=[O:25]

Participants

5

Reactant 3

HCID 7043VeratroleHCID 641660Hexahydrophthalic anhydride, cis-HCID 6451240Aluminum(III) Chloride

Product 1

HCID 10902418HCID 10902418, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.5 mole of 1,2-dimethoxybenzene was added slowly to a suspension of 0.5 mole aluminiumtrichloride in 1 l of dichloromethane at 0° C. After complete addition, cis-cyclohexane-1,2-dicarboxylic anhydride was added to the solution. After 8 hours of reflux the solution was poured onto ice. The organic layer was dried over magnesium sulfate and evaporated. The residue was washed with diethyl ether and dried. M.p. 171°-175° C.

Workup

  1. additionwas added to the solution
  2. temperatureAfter 8 hours of reflux the solution
  3. additionwas poured onto ice
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. customevaporated
  6. washThe residue was washed with diethyl ether
  7. customdried

Sources & evidence

ORD record
ord-cbead702719a4b0c8924a279ca929fa4
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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