Pentanoyl chloride, 4-methyl- → 2-(4-Methyl-1-oxopentyl)furan

HRID 427225Notes

Reaction equation

HRID 427225 reaction equation
C([Sn](CCCC)(CCCC)[C:6]1[O:7][CH:8]=[CH:9][CH:10]=1)CCC.[CH3:19][CH:20]([CH3:26])[CH2:21][CH2:22][C:23](Cl)=[O:24]>C1COCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:19][CH:20]([CH3:26])[CH2:21][CH2:22][C:23]([C:6]1[O:7][CH:8]=[CH:9][CH:10]=1)=[O:24]

Participants

5

Reactant 2

HCID 170008Pentanoyl chloride, 4-methyl-HCID 43936882-(Tributylstannyl)furan

Product 1

HCID 952872-(4-Methyl-1-oxopentyl)furan

Reagents, catalysts & solvents 2

HCID 178418476HCID 178418476, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-tributylstannylfuran (1 mmol), 4-methylvaleroyl chloride (1.1 mmol), and PdCl2(PPh3)2 (0.05 mmol) in THF was stirred at 25° C. for 24 h. Extraction and chromatography gave 2-(4-methylvaleryl)furan.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-4b7281dd45df4ecebc4c09ab97e8a6b1
Source dataset
uspto-grants-2001_11
Patent number
US06312662B1

Reaction notes

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