HCID 54376221, compound → HCID 12392953, compound

HRID 1289186Notes

Reaction equation

HRID 1289186 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:5][CH:4]=1>[Pd].[O-]S([O-])(=O)=O.[Ba+2]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 54376221HCID 54376221, compound

Product 1

HCID 12392953HCID 12392953, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 16218511Pd barium sulfateCatalyst

Procedure

This compound was synthesized from 8-(p-methoxyphenyl)-7-octenoic acid (1.24 g, 5 mmol) and Pd/BaSO4 (125 mg) by hydrogenation. Crystallization (petroleum ether) afforded the product (1.20 g, 96%) as white crystals (mp 42°-43° C.). IR: 3400-2500, 1705 cm-1 ; 1H-NMR: 1.40 (m, 10H), 2.40 (m, 4H), 3.80 (s, 3H), 6.95 (q, 4H), 10.10 (bs, 1H). Anal. Calcd. for C15 H22O2 : C, 71.97, H, 8.86%; Found: C, 72.07, H, 8.88%.

Workup

  1. customCrystallization (petroleum ether)

Sources & evidence

ORD record
ord-87613e999bdd4b7e928b9c6d0f7a2663
Source dataset
uspto-grants-1998_05
Patent number
US05747537

Reaction notes

Loading…