9-(2-Thienyl)-8-nonenoic acid → 9-(2-Thienyl)-nonanoic acid

HRID 377496Notes

Reaction equation

HRID 377496 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15]>[Pd]>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15]

Participants

3

Reactant 1

HCID 538570579-(2-Thienyl)-8-nonenoic acid

Product 1

HCID 126263669-(2-Thienyl)-nonanoic acidYield 88%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

This compound was synthesized from 9-(2-thienyl)-8-nonenoic acid (1.19 g, 5 mmol) by a hydrogenation reaction using Pd/C. (120 mg). Crystallization afforded the product (1.05 g, 88%) as white crystals (mp 32-33° C.); IR: 3400-2500, 1715, 705 cm-1 ; 1H-NMR: 1.35 (m, 12H), 2.35 (t, 2H), 2.85 (t, 2H), 6.95 (m, 3H), 10.35 (bs, 1H). Anal. Calcd. for C13H20SO2 : C, 64.96, H, 8.39%; Found: C, 64.81, H, 8.43%.

Workup

  1. customCrystallization

Sources & evidence

ORD record
ord-d87ca28364b84f63bd1bf4b1199a5e1a
Source dataset
uspto-grants-2000_02
Patent number
US06025511

Reaction notes

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