Triphenyl phosphite → HCID 21388137, compound

HRID 1833983Notes

Reaction equation

HRID 1833983 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([O:7][CH2:8][CH2:9]O)=[CH:3][CH:2]=1.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[CH:13]=1.P(OC1C=CC=CC=1)(OC1C=CC=CC=1)OC1C=CC=CC=1>O>[O:7]([CH2:8][CH2:9][NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[CH:13]=1)[C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Participants

5

Reactant 3

HCID 7540Triphenyl phosphiteHCID 7934m-ToluidineHCID 31236Phenoxyethanol

Product 1

HCID 21388137HCID 21388137, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
210 °C

Procedure

138 parts of phenylglycol, 214 parts of m-toluidine and 15 parts of triphenyl phosphite are mixed whilst stirring and next heated to 210° C internal temperature. At this temperature, the elimination of water commences. The mixture is then heated to an internal temperature of 223° C in the course of 9 hours. During this time, 18 parts of water have distilled off and the condensation has ended. The excess starting material is then distilled off. 198 parts of N-(2-phenoxyethyl)-m-toluidine, corresponding to a yield of 87% of theory, distil at a boiling point of 186° - 192° C/5 mm Hg.

Workup

  1. temperatureThe mixture is then heated to an internal temperature of 223° C in the course of 9 hours
  2. distillationDuring this time, 18 parts of water have distilled off
  3. distillationis then distilled off
  4. custom198 parts of N-(2-phenoxyethyl)-m-toluidine, corresponding to a yield of 87% of theory, distil at a boiling point of 186° - 192° C/5 mm Hg

Sources & evidence

ORD record
ord-da4832067bc14924b62d1946ae82c887
Source dataset
uspto-grants-1978_01
Patent number
US04067903

Reaction notes

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