HCID 2749395, compound → Diethyl 3,3'-(1,3-phenylene)dipropanoate

HRID 1297077Notes

Reaction equation

HRID 1297077 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH:13]=[CH:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:8]=1)[CH3:2]>CO.[Pd]>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 2749395HCID 2749395, compound

Product 1

HCID 69039070Diethyl 3,3'-(1,3-phenylene)dipropanoateYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A stirred solution of the intermediate from Step A (6.5 g, 23.7 mmol) in MeOH (300 mL) was flushed with nitrogen gas and palladium (650 mg; 10 wt. % (dry basis) on activated carbon) was added. The reaction flask was then placed under vacuum and flushed with hydrogen gas (3 cycles). The reaction mixture was stirred overnight (16 hours) and then flushed with nitrogen gas. The mixture was filtered and the solvent removed under reduced pressure to provide 6.2 g of the title intermediate (94% yield), which was used without further purification.

Workup

  1. additionwas added
  2. customflushed with hydrogen gas (3 cycles)
  3. customflushed with nitrogen gas
  4. filtrationThe mixture was filtered
  5. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-8dd776d1e71741eab08016fa4517cdb8
Source dataset
uspto-grants-2007_07
Patent number
US07250414B2

Reaction notes

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