Salicylaldehyde → HCID 136048877, compound

HRID 992747Notes

Reaction equation

HRID 992747 reaction equation
[NH2:1][C@H:2]([CH3:35])[C:3]([C:20]1[CH:25]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:23]=[CH:22][C:21]=1[O:30][CH2:31][CH2:32][CH2:33][CH3:34])([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[O:15][CH2:16][CH2:17][CH2:18][CH3:19])[OH:4].[CH:36](=O)[C:37]1[C:38](=[CH:40][CH:41]=[CH:42][CH:43]=1)[OH:39]>C(O)C.C1(C)C=CC=CC=1>[CH:36](=[N:1][C@H:2]([CH3:35])[C:3]([C:5]1[CH:10]=[C:9]([C:11]([CH3:13])([CH3:12])[CH3:14])[CH:8]=[CH:7][C:6]=1[O:15][CH2:16][CH2:17][CH2:18][CH3:19])([C:20]1[CH:25]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:23]=[CH:22][C:21]=1[O:30][CH2:31][CH2:32][CH2:33][CH3:34])[OH:4])[C:37]1[C:38](=[CH:40][CH:41]=[CH:42][CH:43]=1)[OH:39]

Participants

5

Reactant 2

HCID 6998SalicylaldehydeHCID 12992022HCID 12992022, compound

Product 1

HCID 136048877HCID 136048877, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1140TolueneSolvent

Procedure

0.968 g (2.0 mmol) of (R)-2-amino-1,1-di(2-butoxy-5-t-butylphenyl)-propanol and 0.244 g (2.0 mmol) of salicylaldehyde were dissolved in 20 ml of ethanol and 20 ml of toluene, the solution was heated at reflux for 1 hour. The solvent was distilled off from the reaction mixture and dried to obtain 1.17 g of (R)-N-salicyliden-2-amino-1,1-di(2-butoxy-5-t-butylphenyl)-propanol as a yellow solid.

Workup

  1. temperatureat reflux for 1 hour
  2. distillationThe solvent was distilled off from the reaction mixture
  3. customdried

Sources & evidence

ORD record
ord-84a95bf76b5e4dd4948ec54e89dd9de3
Source dataset
uspto-grants-2002_10
Patent number
US06469198B2

Reaction notes

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