2-(4-(4-Hydroxy-1-butenyl)phenyl)-5-decyloxypyrimidine → 2-(4-(4-Hydroxybutyl)-phenyl)-5-decyloxypyrimidine

HRID 1159

Reaction equation

HRID 1159 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:14][N:13]=2)=[CH:8][CH:7]=1.[H][H]>O1CCCC1.[Pd]>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[N:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:14][N:13]=2)=[CH:10][CH:11]=1

Participants

5

Reactant 2

HCID 544593432-(4-(4-Hydroxy-1-butenyl)phenyl)-5-decyloxypyrimidineHCID 178418361HCID 178418361, compound2×

Product 1

HCID 196949002-(4-(4-Hydroxybutyl)-phenyl)-5-decyloxypyrimidineYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

0.38 g (1 mmol) of the thus obtained 2-(4-(4-hydroxy-1-butenyl) phenyl)-5-decyloxypyrimidine was dissolved in 20 ml of tetrahydrofuran, added with 0.05 g of 10% Pd/C and subjected to a hydrogenation reaction in a hydrogen atmosphere under normal pressure. The reaction was stopped when about 25 ml of hydrogen was consumed. Then 10% Pd/C was filtered out and the filtrate was concentrated to obtain 0.38 g of 2-(4-(4-hydroxybutyl)-phenyl)-5-decyloxypyrimidine (yield: 99%).

Workup

  1. customwas consumed
  2. filtrationThen 10% Pd/C was filtered out
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b9c7d389a33241bbb79d7412a80e13bc
Source dataset
uspto-grants-1998_03
Patent number
US05723610

Linked notes

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