HCID 22165562, compound → HCID 53928314, compound

HRID 1032278Notes

Reaction equation

HRID 1032278 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[C:14][C:15]1[CH:19]=[C:18]([Si:20]([CH3:23])([CH3:22])[CH3:21])[O:17][CH:16]=1>C(OCC)(=O)C.[Pd]>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]=[CH:14][C:15]1[CH:19]=[C:18]([Si:20]([CH3:23])([CH3:22])[CH3:21])[O:17][CH:16]=1

Participants

4

Reactant 1

HCID 22165562HCID 22165562, compound

Product 1

HCID 53928314HCID 53928314, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-(13-Hydroxy-1-tridecynyl)-5-trimethylsilylfuran, prepared as in Example 6, is hydrogenated in ethyl acetate using a poisoned palladium catalyst to give 3-(13-hydroxy-1-tridecenyl)-5-trimethylsilylfuran. Oxidizing by the procedure of Example 7 gives 4-(13-hydroxy-1-tridecenyl)-5-hydroxy-2(5H)-furanone.

Sources & evidence

ORD record
ord-46ba467d95af441588e8513b2d2944b4
Source dataset
uspto-grants-1990_09
Patent number
US04957917

Reaction notes

Loading…