2-[4-(3-Acetoxy-1-butenyl)phenyl]-5-trimethylsilyloxy-pyridine → 2-[4-(3-Acetoxy-1-butyl)phenyl]-5-trimethylsilyloxy-pyridine

HRID 1728277Notes

Reaction equation

HRID 1728277 reaction equation
[C:1]([O:4][CH:5]([CH3:25])[CH:6]=[CH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][Si:21]([CH3:24])([CH3:23])[CH3:22])=[CH:16][N:15]=2)=[CH:10][CH:9]=1)(=[O:3])[CH3:2]>[Pd].O1CCCC1>[C:1]([O:4][CH:5]([CH3:25])[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][Si:21]([CH3:24])([CH3:22])[CH3:23])=[CH:16][N:15]=2)=[CH:10][CH:9]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 541983492-[4-(3-Acetoxy-1-butenyl)phenyl]-5-trimethylsilyloxy-pyridine

Product 1

HCID 190172512-[4-(3-Acetoxy-1-butyl)phenyl]-5-trimethylsilyloxy-pyridineYield 85.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

14 g of 2-[4-(3-acetoxy-1-butenyl)phenyl]-5-trimethylsilyloxy-pyridine, 2 g of palladium on active charcaol (10 wt. %) and 200 ml of tetrahydrofuran are hydrogenated in an analogous manner to Example 1(a) to give 12 g of 2-[4-(3-acetoxy-1-butyl)phenyl]-5-trimethylsilyloxy-pyridine.

Sources & evidence

ORD record
ord-56b38fed244c4848b6b315f28d65a503
Source dataset
uspto-grants-1994_07
Patent number
US05326497

Reaction notes

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