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

HRID 225791Notes

Reaction equation

HRID 225791 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-c4f4d4c7c3e343e8844854e4c6f276b5
Source dataset
uspto-grants-2009_07
Patent number
US07557126B2

Reaction notes

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