Potassium Carbonate → HCID 19754880, compound

HRID 1588916Notes

Reaction equation

HRID 1588916 reaction equation
C([O-])([O-])=O.[K+].[K+].[CH3:7][N:8]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[C:9](=[O:18])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16]Br)=[CH:12][CH:11]=1.[CH3:25][O:26][C:27]1[CH:28]=[C:29]([OH:37])[CH:30]=[C:31]([O:35][CH3:36])[C:32]=1[O:33][CH3:34]>>[CH:19]1([N:8]([CH3:7])[C:9](=[O:18])[C:10]2[CH:15]=[CH:14][C:13]([CH2:16][O:37][C:29]3[CH:30]=[C:31]([O:35][CH3:36])[C:32]([O:33][CH3:34])=[C:27]([O:26][CH3:25])[CH:28]=3)=[CH:12][CH:11]=2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 695053,4,5-TrimethoxyphenolHCID 14797401N-cyclohexyl-N-methyl-4-bromomethylbenzamide

Product 1

HCID 19754880HCID 19754880, compound

Procedure

The reaction and workup were carried out in the same manner as for Example 21 using K2CO3 (576 mg, 4.17 mmol), 4-bromomethylbenzoic acid N-methyl-N-cyclohexyl amide (1.124 g, 3.62 mmol) and 3,4,5-trimethoxyphenol (648 mg, 3.52 mmol). The crude product was chromatographed on silica gel using mixtures of ethyl acetate and hexane as eluents to give the title compound as a crystalline solid that could be recrystallized from ethyl acetate and hexane, m. pt. 115.53° C. (DSC).

Workup

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

Sources & evidence

ORD record
ord-53fb57251aa5439ca1a9828720cd03a3
Source dataset
uspto-grants-1993_06
Patent number
US05223539

Reaction notes

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