7-(p-Butylphenyl)-6-heptenoic acid → HCID 18795063, compound

HRID 1004463Notes

Reaction equation

HRID 1004463 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]>[Pd]>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 540049817-(p-Butylphenyl)-6-heptenoic acid

Product 1

HCID 18795063HCID 18795063, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

This compound was synthesized from 7-(p-butylphenyl)-6-heptenoic acid (1.30 g, 5 mmol) by a hydrogenation reaction using Pd/C (130 mg). Crystallization (petroleum ether) afforded the product (1.19 g, 97%) as white crystals (mp 32-33° C.). IR: 3400-2500, 1718 cm-1 ; 1H-NMR:0.92 (t, 3H), 1.35 (m, 6H), 1.60 (m, 6H), 2.32 (t, 2H), 2.55 (m, 4H), 7.02 (s, 4H), 9.70 (bs, 1H). Anal. Calcd. for C17H26O2 : C, 77.82, H, 9.99%; Found: C, 77.73, H, 10.01%.

Workup

  1. customCrystallization (petroleum ether)

Sources & evidence

ORD record
ord-015fbafdd3b24a2db7c98602400f6117
Source dataset
uspto-grants-2000_04
Patent number
US06048989

Reaction notes

Loading…