HCID 178525083, compound → HCID 178525793, compound

HRID 2202253Notes

Reaction equation

HRID 2202253 reaction equation
[C@H:1]1([C:15]([O:17]CC2C=CC=CC=2)=[O:16])[CH2:4][C@@H:3]([C:5]([O:7]CC2C=CC=CC=2)=[O:6])[CH2:2]1>CO.[C].[Pd]>[C@H:1]1([C:15]([OH:17])=[O:16])[CH2:4][C@@H:3]([C:5]([OH:7])=[O:6])[CH2:2]1

Participants

4

Reactant 1

HCID 178525083HCID 178525083, compound

Product 1

HCID 178525793HCID 178525793, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of dibenzyl cis-cyclobutane-1,3-dicarboxylate (5.29 g, 16.31 mmol) in MeOH (100 mL) was added 10% palladium-carbon (500 mg, 50%, wet), and the mixture was stirred at room temperature for 5 hr under hydrogen atmosphere (1 atm). The catalyst was removed by filtration through Celite, and the filtrate was concentrated under reduced pressure. The residue was solidified with hexane to give crude cis-cyclobutane-1,3-dicarboxylic acid (2.23 g, 15.47 mmol, 95%) as a white solid.

Workup

  1. customThe catalyst was removed by filtration through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b5f3c43eac3b4146acf17312316a5b5d
Source dataset
uspto-grants-2016_06
Patent number
US09365520B2

Reaction notes

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