Methanol → HCID 131711338, compound

HRID 1704112Notes

Reaction equation

HRID 1704112 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[CH3:8].C[O-].[Na+].CO.Br[CH:16]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH2:29][CH2:30][O:31][C:32]2[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=2)=[CH:23][CH:22]=1)[C:17]([O:19][CH3:20])=[O:18]>C1C=CC=CC=1>[CH3:20][O:19][C:17](=[O:18])[CH:16]([O:9][C:4]1[CH:5]=[CH:6][C:7]([CH3:8])=[C:2]([CH3:1])[CH:3]=1)[C:21]1[CH:22]=[CH:23][C:24]([O:27][CH2:28][CH2:29][CH2:30][O:31][C:32]2[CH:33]=[CH:34][C:35]([Cl:38])=[CH:36][CH:37]=2)=[CH:25][CH:26]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 72493,4-DimethylphenolHCID 10942334Sodium MethoxideHCID 22761172HCID 22761172, compound

Product 1

HCID 131711338HCID 131711338, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a mixture of 3.05 g of 3,4-dimethylphenol, 1.19 g of sodium methoxide, 40 ml of methanol and 10 ml of benzene is added 8.27 g of methyl bromo{p-[3-(p-chlorophenoxy)propoxy]phenyl}acetate. The mixture is refluxed for 24 hours and the solvent removed under reduced pressure. The residue is chromatographed over silica gel with dichloromethane as eluent. The product is obtained as a viscous oil.

Workup

  1. temperatureThe mixture is refluxed for 24 hours
  2. customthe solvent removed under reduced pressure
  3. customThe residue is chromatographed over silica gel with dichloromethane as eluent
  4. customThe product is obtained as a viscous oil

Sources & evidence

ORD record
ord-835d002f1d934acb8e28a714af045b6d
Source dataset
uspto-grants-1978_11
Patent number
US04125732

Reaction notes

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