HCID 178462363, compound → HCID 178451084, compound

HRID 2202289Notes

Reaction equation

HRID 2202289 reaction equation
[C:1]([O:5][C:6](=[O:23])[CH2:7][C@H:8]1[CH2:11][C@H:10]([C:12]([O:14][C@H](C2C=CC=CC=2)C)=[O:13])[CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>CO.[C].[Pd]>[C:1]([O:5][C:6](=[O:23])[CH2:7][C@H:8]1[CH2:9][C@H:10]([C:12]([OH:14])=[O:13])[CH2:11]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 178462363HCID 178462363, compound

Product 1

HCID 178451084HCID 178451084, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of (S)-1-phenylethyl trans-3-(2-(tert-butoxy)-2-oxoethyl)cyclobutanecarboxylate (0.4 g, 1.26 mmol) and 10% palladium-carbon (0.134 g, 1.26 mmol, 50%, wet) in MeOH (20 mL) was stirred at room temperature for 1.5 hr under hydrogen atmosphere (1 atm). The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure to give trans-3-(2-(tert-butoxy)-2-oxoethyl)cyclobutanecarboxylic acid (0.261 g, 1.218 mmol, 97%) as a colorless oil.

Workup

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

Sources & evidence

ORD record
ord-5063504a59dc447cbc03f1f283d447ff
Source dataset
uspto-grants-2016_06
Patent number
US09365520B2

Reaction notes

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