Methanol → HCID 2827122, compound

HRID 2252233Notes

Reaction equation

HRID 2252233 reaction equation
CO.[Na].CO[C:6](=[O:17])[C:7]1[C:8](=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:9]([O:11]C)=O.[Br:18][C:19]1[CH:24]=[CH:23][C:22]([C:25](=[O:27])[CH3:26])=[CH:21][CH:20]=1>C1C=CC=CC=1>[Br:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([CH:26]2[C:6](=[O:17])[C:7]3[C:8](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:9]2=[O:11])=[O:27])=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 7466p-BromoacetophenoneHCID 8554Dimethyl PhthalateHCID 5360545Sodium

Product 1

HCID 2827122HCID 2827122, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Methanol (8.5 ml) was treated with sodium (4.8 g) in benzene (90 mL). The reaction mixture was refluxed overnight, allowed to cool to room temperature, and treated with phthalic acid dimethyl ester (38.84 g) and 1-(4-bromophenyl)ethanone (39.81 g) in benzene (50 mL). Distillation of the reaction mixture was performed at 80° C. overnight to remove methanol. The reaction mixture was poured into diluted HCl and filtered. The filter cake was collected and recrystallized from ethanol to provide the title compound.

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. distillationDistillation of the reaction mixture
  3. customto remove methanol
  4. additionThe reaction mixture was poured into diluted HCl
  5. filtrationfiltered
  6. customThe filter cake was collected
  7. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-50e399b3a125470aaa587df88b392358
Source dataset
uspto-grants-2008_01
Patent number
US07320986B2

Reaction notes

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