HCID 53778251, compound → 4-Methyl-1-pyridin-4-yl-pentan-3-one

HRID 23444Notes

Reaction equation

HRID 23444 reaction equation
[CH3:1][CH:2]([CH3:13])[C:3](=[O:12])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1>C1COCC1>[CH3:1][CH:2]([CH3:13])[C:3](=[O:12])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1

Participants

3

Reactant 1

HCID 53778251HCID 53778251, compound

Product 1

HCID 225727564-Methyl-1-pyridin-4-yl-pentan-3-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared according to General Method 3 using 4-methyl-1-pyridin-4-yl-pent-1-en-3-one (Example B-16; 1.81 g), (Ph3P)3RhCl (0.5 g), and THF (100 mL) at 50 psi. The title compound was flash chromatographed using 98:2 CH2Cl2:MeOH as eluent. 1H NMR (CDCl3): δ 1.15 (d, 6H), 2.5-2.7 (m, 1H), 2.7-2.8 (m, 2H), 2.85-2.95 (m, 2H), 7.1 (d, 2H), 8.5 (d, 2H).

Workup

  1. customThe title compound was prepared
  2. customchromatographed

Sources & evidence

ORD record
ord-dd950e0e7d514582ab78553858bd8b28
Source dataset
uspto-grants-2005_02
Patent number
US06852711B2

Reaction notes

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