11-(2-Thienyl)-10-undecenoic acid → 11-(2-Thienyl)undecanoic acid

HRID 962989Notes

Reaction equation

HRID 962989 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][CH2:14][CH2:15][C:16]([OH:18])=[O:17]>[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][CH2:14][CH2:15][C:16]([OH:18])=[O:17]

Participants

3

Reactant 1

HCID 5421593011-(2-Thienyl)-10-undecenoic acid

Product 1

HCID 1879509411-(2-Thienyl)undecanoic acidYield 91%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

This compound was synthesized from 11-(2-thienyl)-10-undecenoic acid (800 mg, 3 mmol) by a hydrogenation reaction using Pd/C (80 mg). Crystallization (petroleum ether) afforded the product (0.73 g, 91%) as white crystals (mp 41°-42° C.): IR: 3450-2500, 1715 cm-1 ; 1H-NMR: 1.30 (m, 12H), 1.63 (m, 4H), 2.32 (t, 2H), 2.80 (t, 2H), 6.78 (d, 1H), 6.90 (t, 1H), 7.10 (d, 1H), 9.80 (bs, 1H). Anal. Calcd. for C15H24O2S: C, 67.12, H, 9.01%; Found: C, 67.55, H, 8.89%.

Workup

  1. customCrystallization (petroleum ether)

Sources & evidence

ORD record
ord-84313df379a84cfabae9bb6725636479
Source dataset
uspto-grants-1998_06
Patent number
US05760259

Reaction notes

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