Water → HCID 12353603, compound

HRID 372005Notes

Reaction equation

HRID 372005 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:11][CH3:12])[CH:5]=1)[CH3:2].[C:13]1(=[O:19])[O:18][C:16](=[O:17])[CH2:15][CH2:14]1.[Cl-].[Al+3].[Cl-].[Cl-].O>ClCCCl>[CH2:11]([O:10][C:6]1[CH:5]=[C:4]([O:3][CH2:1][CH3:2])[CH:9]=[CH:8][C:7]=1[C:13]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[O:19])[CH3:12]

Participants

6

Reactant 4

HCID 962WaterHCID 7922Succinic anhydrideHCID 748991,3-DiethoxybenzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 12353603HCID 12353603, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of m-diethoxybenzene (22 g.) and succinic anhydride (15 g.) was dissolved in 1,2-dichloroethane and the resultant solution was stirred and treated with powdered aluminium chloride (30 g.), added gradually during 1 hour with external cooling to keep the reaction temperature at 10° C. The reaction mixture was stirred for 1 hour further, poured into water and the solvent was boiled off. The remaining oily suspension crystallised on stirring and cooling and the solid was collected and dried (Yield 15.5 g.). It had m.p. 139°-141° C after crystallisation from toluene.

Workup

  1. additionadded gradually during 1 hour
  2. temperaturewith external cooling
  3. customat 10° C
  4. customThe remaining oily suspension crystallised
  5. stirringon stirring
  6. temperaturecooling
  7. customthe solid was collected
  8. customdried (Yield 15.5 g.)
  9. customafter crystallisation from toluene

Sources & evidence

ORD record
ord-6e94d05c56b14518b3bf9b0c142d0e66
Source dataset
uspto-grants-1978_05
Patent number
US04088762

Reaction notes

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