Methanol → Phenol, 2,2'-[1,2-ethanediylbis(nitrilomethylidyne)]bis[4,6-bis(1,1-dimethylethyl)-

HRID 1987690Notes

Reaction equation

HRID 1987690 reaction equation
[C:1]([C:5]1[CH:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:10]=[C:7]([CH:8]=O)[C:6]=1[OH:17])([CH3:4])([CH3:3])[CH3:2].[CH2:18]([NH2:21])[CH2:19][NH2:20].[CH3:22][OH:23]>>[C:1]([C:5]1[CH:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:10]=[C:7]([CH:8]=[N:20][CH2:19][CH2:18][N:21]=[CH:8][C:7]2[C:22](=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:12]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:6]=2)[OH:23])[C:6]=1[OH:17])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 887MethanolHCID 3301EthylenediamineHCID 6880233,5-Di-tert-butylsalicylaldehyde

Product 1

HCID 1897040Phenol, 2,2'-[1,2-ethanediylbis(nitrilomethylidyne)]bis[4,6-bis(1,1-dimethylethyl)-

Procedure

15 g (0.064 mol) of 3,5-di-tert-butyl salicylaldehyde was dissolved in 500 ml of methanol, and then 1.92 g (0.032 mol) of ethylenediamine was added, and stirred at room temperature for 2 hours. The reaction product thus obtained was filtrated to give 13.3 g (0.0266 mol) of N,N′-bis(3,5-di-tert-butylsalicylidene)ethylenediamine. Next, in a solution obtained by dissolving the above compound in 1000 g of methanol, Co(OAc)2.4H2O was added in an amount of 8.753 g (0.0266 mol), followed by reflux for two hours, and the product thus obtained was subjected to filtration to give a metallosalen complex 1 (N,N′-bis(3,5-di-tert-butylsalicylidene)ethylenediaminato cobalt(II)). The yield was 70%.

Workup

  1. customThe reaction product thus obtained
  2. filtrationwas filtrated

Sources & evidence

ORD record
ord-63af253a915541e0b47fa1b39274c3e8
Source dataset
uspto-grants-2009_06
Patent number
US07553243B2

Reaction notes

Loading…