Chloroform → HCID 136409723, compound

HRID 437064Notes

Reaction equation

HRID 437064 reaction equation
[NH2:1][C@H:2]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:3]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[O:21][CH:22]([CH3:24])[CH3:23])([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][CH:12]([CH3:14])[CH3:13])[OH:4].C(Cl)(Cl)Cl.[CH:36](=O)[C:37]1[C:38](=[CH:40][CH:41]=[CH:42][CH:43]=1)[OH:39]>C1C=CC=CC=1>[CH:36](=[N:1][C@H:2]([CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][CH:12]([CH3:14])[CH3:13])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[O:21][CH:22]([CH3:23])[CH3:24])[OH:4])[C:37]1[C:38](=[CH:40][CH:41]=[CH:42][CH:43]=1)[OH:39]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 6998SalicylaldehydeHCID 70633857HCID 70633857, compound

Product 1

HCID 136409723HCID 136409723, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 2.5 g. (5.9 millimols) of (R)-2-amino-1,1-di(2-isopropoxyphenyl)-3-phenyl-1-propanol {[α]D +65.0° (c 1.0, chloroform)} and 0.66 g. (5.4 millimols) of salicylaldehyde in 50 ml benzene was heated under reflux for 2.5 hours. After the distillation of the solvent from the reaction mixture, the residue was recrystallized from ethanol to give (R)-N-salicylidene-2-amino-1,1-di(2-isopropoxyphenyl)-3-phenyl-1-propanol as yellow crystals. Yield, 2.43 g. (85%); melting point, 152° - 153° C.; [α]D, +65.25° (c 1.00, chloroform).

Workup

  1. additionA mixture of 2.5 g
  2. temperatureunder reflux for 2.5 hours
  3. distillationAfter the distillation of the solvent from the reaction mixture
  4. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-a458efc6bb7a41e48611c0ff2f3bf502
Source dataset
uspto-grants-1977_06
Patent number
US04029683

Reaction notes

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