11-(2-Furyl)-10-undecenoic acid → 11-(2-furyl)undecanoic Acid

HRID 377493Notes

Reaction equation

HRID 377493 reaction equation
[O: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].[O-]S([O-])(=O)=O.[Ba+2]>[O: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 5443923211-(2-Furyl)-10-undecenoic acid

Product 1

HCID 1019891711-(2-furyl)undecanoic AcidYield 90%

Reagents, catalysts & solvents 1

HCID 16218511Pd barium sulfateCatalyst

Procedure

This compound was synthesized from 11-(2-furyl)-10-undecenoic acid (1.25 g, 5 mmol) by a hydrogenation reaction using Pd/BaSO4 (125 mg). Crystallization (petroleum ether) afforded the product (1.13 g, 90%) as white crystals (mp 40-41° C.); IR: 3450-2500, 1720 cm-1 ; 1H-NMR: 1.30 (m, 12H), 1.65 (m, 4H), 2.34 (t, 2H), 2.60 (t, 2H), 5.95 (d, 1H), 6.28 (d, 1H), 7.30 (s, 1H), 10.10 (bs, 1H). Anal. Calcd. for C15H24O3 : C, 71.39, H, 9.58%; Found: C, 71.21, H, 9.63%.

Workup

  1. customCrystallization (petroleum ether)

Sources & evidence

ORD record
ord-928cb5a3a198472c855463264ffbc860
Source dataset
uspto-grants-2000_02
Patent number
US06025511

Reaction notes

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