Diethanolamine → HCID 19918853, compound

HRID 1648162Notes

Reaction equation

HRID 1648162 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([C:16](O)=[O:17])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])[CH3:3].[NH:19]([CH2:23][CH2:24][OH:25])[CH2:20][CH2:21][OH:22].C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[OH:22][CH2:21][CH2:20][N:19]([CH2:23][CH2:24][OH:25])[C:16]([C:7]1[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]([OH:11])=[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[CH:6]=1)=[O:17]

Participants

5

Reactant 3

HCID 8113DiethanolamineHCID 10868DicyclohexylcarbodiimideHCID 150073,5-Di-tert-butyl-4-hydroxybenzoic acid

Product 1

HCID 19918853HCID 19918853, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

3,5-bis-(1,1-dimetyletyl)-4-hydroxybenzenecarboxylic acid (2.5. g, 0.010 mol) and diethanolamine (1.05 g, 0.010 mol) were dissolved in 30 ml of dry dimethylformamide and dicyclohexylcarbodiimide (2.13 g, 0.0105 mol) in 10 ml of dry dimethylformamide was added over 5 minutes. After stirring overnight, the resulting colorless suspension was filtered, and the filtrate was evaporated, 3×25 ml of benzene was added and reevaporated to yield a white solid which was recrystallised from toluene.

Workup

  1. filtrationthe resulting colorless suspension was filtered
  2. customthe filtrate was evaporated
  3. addition3×25 ml of benzene was added
  4. customreevaporated
  5. customto yield a white solid which
  6. customwas recrystallised from toluene

Sources & evidence

ORD record
ord-49ee320ace4c4373849ed3a30465d9f6
Source dataset
uspto-grants-1995_07
Patent number
US05435991

Reaction notes

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