Benzene, 4-bromo-1,2-dimethoxy- → HCID 19754860, compound

HRID 1588904Notes

Reaction equation

HRID 1588904 reaction equation
Br[C:2]1[CH:3]=[C:4]([O:10][CH3:11])[C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.C([Li])CCC.[CH:17]1([N:22]([CH:33]2[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]2)[C:23](=[O:32])[C:24]2[CH:31]=[CH:30][C:27]([CH:28]=[O:29])=[CH:26][CH:25]=2)[CH2:21][CH2:20][CH2:19][CH2:18]1>>[CH:33]1([N:22]([CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[C:23](=[O:32])[C:24]2[CH:25]=[CH:26][C:27]([CH:28]([C:2]3[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([O:10][CH3:11])[CH:3]=3)[OH:29])=[CH:30][CH:31]=2)[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]1

Participants

4

Reactant 3

HCID 76114Benzene, 4-bromo-1,2-dimethoxy-HCID 54187541HCID 54187541, compoundHCID 178418339Butyllithium

Product 1

HCID 19754860HCID 19754860, compound

Procedure

The reaction and workup were carried out in the same manner as described in Example 8, using 4-bromoveratrole (0.9 mL, 7.0 mmol), n-butyl lithium (4.38 mL of 1.6 M solution in hexane), terephthalaldehydic acid N-cyclopentyl-N-cyclohexyl amide (1.9 g, 6.36 mmol). The crude product was chromatographed on silica gel using mixtures of ethyl acetate and hexane to give the title compound as an amorphous solid.

Workup

  1. customThe reaction and workup
  2. customThe crude product was chromatographed on silica gel using mixtures of ethyl acetate and hexane

Sources & evidence

ORD record
ord-aad7601dae554cc0adb77d0c8b5dd025
Source dataset
uspto-grants-1993_06
Patent number
US05223539

Reaction notes

Loading…