Tetrahydrofuran → Methyl 3-(2-cyanopropyl)benzoate

HRID 1800752Notes

Reaction equation

HRID 1800752 reaction equation
[C:1](/[C:3](/[CH3:15])=[CH:4]/[C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])#[N:2].O1CCCC1>C(O)C.[C].[Pd]>[C:1]([CH:3]([CH3:15])[CH2:4][C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])#[N:2]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 68420703HCID 68420703, compound

Product 1

HCID 68419923Methyl 3-(2-cyanopropyl)benzoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of methyl 3-[(1E)-2-cyanoprop-1-en-1-yl]benzoate (108 mg, 537 μmol) in ethanol (4 mL)/tetrahydrofuran (1 mL) was added 10% palladium-carbon (20 mg), and the mixture was stirred at room temperature under a hydrogen atmosphere (1 atm) for 4 hr. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give methyl 3-(2-cyanopropyl)benzoate as a colorless oil.

Workup

  1. filtrationThe insoluble material was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b85bdc48d735486198b1e6a3fba33a78
Source dataset
uspto-grants-2013_01
Patent number
US08344135B2

Reaction notes

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