Triphenyl phosphite → 1,2'-Dinaphthylamine

HRID 1833954Notes

Reaction equation

HRID 1833954 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1O.[C:12]1([NH2:22])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1.P(OC1C=CC=CC=1)(OC1C=CC=CC=1)OC1C=CC=CC=1>O>[CH:7]1[CH:6]=[C:5]2[C:10]([CH:1]=[C:2]([NH:22][C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH:15]=[CH:14][CH:13]=3)[CH:3]=[CH:4]2)=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 7540Triphenyl phosphiteHCID 86401-NaphthylamineHCID 86632-Naphthol

Product 1

HCID 2572541,2'-DinaphthylamineYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

144 parts of β-naphthol, 143 parts of α-naphthylamine and 10 parts of triphenyl phosphite are mixed. A homogeneous melt is formed at 120° C internal temperature. The elimination of water commences when the internal temperature reaches 230° C and has ended after 3 hours, at an internal temperature of 250° C. 18 parts of water have distilled off. 258 parts of 1,2'-dinaphthylamine, of melting point 106° - 108° C, are obtained by distillation at 239° C/0.1 mm Hg. This corresponds to a yield of 96% of theory.

Workup

  1. customA homogeneous melt is formed at 120° C internal temperature
  2. customreaches 230° C
  3. distillation18 parts of water have distilled off

Sources & evidence

ORD record
ord-b819cfb8475c4314a507e0388f59a9d7
Source dataset
uspto-grants-1978_01
Patent number
US04067903

Reaction notes

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