1,3-Propanediamine → HCID 15906157, compound
Reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1O)([CH3:4])([CH3:3])[CH3:2].[CH2:16]([NH2:20])[CH2:17][CH2:18][NH2:19].[CH2:21]=[O:22].[CH3:23][OH:24]>>[C:11]([C:9]1[C:23]([OH:24])=[C:7]([CH2:8][NH:19][CH2:18][CH2:17][CH2:16][NH:20][CH2:6][C:7]2[CH:8]=[C:9]([C:11]([CH3:12])([CH3:13])[CH3:14])[CH:10]=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[C:21]=2[OH:22])[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:10]=1)([CH3:14])([CH3:12])[CH3:13]Participants
5
Procedure
A mixture of 2,4-di-tert-butylphenol (50 mmol), propane-1,3-diamine (25 mmol) and 37% aqueous formaldehyde (50 mmol) was stirred in refluxing methanol for 2 h. The mixture was cooled to room temperature and the solid was filtered, and washed with methanol, yielding 14 in 10%. Spectroscopic data (not shown) supports formation of ligand precursor 14.
Workup
- filtrationthe solid was filtered
- washwashed with methanol
Sources & evidence
- ORD record
- ord-e3fb0790e362453b9dd1e12bb0141d60
- Source dataset
- uspto-grants-2003_10
- Patent number
- US06632899B2
Reaction notes
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