Dibenzyl 2-isopropyl-2-hydroxy-3-methylsuccinate → 2-Hydroxy-2-isopropyl-3-methylsuccinic acid

HRID 1774384Notes

Reaction equation

HRID 1774384 reaction equation
[CH:1]([C:4]([OH:27])([CH:15]([CH3:26])[C:16]([O:18]CC1C=CC=CC=1)=[O:17])[C:5]([O:7]CC1C=CC=CC=1)=[O:6])([CH3:3])[CH3:2]>O1CCCC1.[Pd]>[OH:27][C:4]([CH:1]([CH3:3])[CH3:2])([CH:15]([CH3:26])[C:16]([OH:18])=[O:17])[C:5]([OH:7])=[O:6]

Participants

4

Reactant 1

HCID 66648722Dibenzyl 2-isopropyl-2-hydroxy-3-methylsuccinate

Product 1

HCID 861023272-Hydroxy-2-isopropyl-3-methylsuccinic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The dibenzyl 2-isopropyl-2-hydroxy-3-methylsuccinate thus obtained was dissolved in tetrahydrofuran (25 mL), and the solution was stirred in the presence of 10% palladium/carbon (120 mg) under hydrogen stream at room temperature for 15 h. The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure to give 748 mg of 2-hydroxy-2-isopropyl-3-methylsuccinic acid as oil (quantitative).

Workup

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

Sources & evidence

ORD record
ord-e691a0c0dbfe4fa983fdb084ce3fcd17
Source dataset
uspto-grants-2016_02
Patent number
US09260375B2

Reaction notes

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