Chloroform → HCID 136409723, compound

HRID 437093Notes

Reaction equation

HRID 437093 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-65d65e8e60c94d02b199c48286371dd4
Source dataset
uspto-grants-1977_06
Patent number
US04029690

Reaction notes

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