Benzyl Alcohol → Benzylaniline

HRID 1833979Notes

Reaction equation

HRID 1833979 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:8](O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.P(OC1C=CC=CC=1)(OC1C=CC=CC=1)OC1C=CC=CC=1>O>[CH2:8]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 6115AnilineHCID 7540Triphenyl phosphite

Product 1

HCID 66028BenzylanilineYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

200 parts of aniline, 108 parts of benzyl alcohol and 10 parts of triphenyl phosphite are heated for 20 hours at 240° C in a stirred autoclave. The autoclave is then let down and the water of reaction which has formed, the excess aniline and the unconverted alcohol are distilled off under reduced pressure. 165 parts of N-benzylaniline, corresponding to a yield of 90% of theory, distil at a boiling point of 125° C/0.2 mm Hg.

Workup

  1. customhas formed
  2. distillationthe excess aniline and the unconverted alcohol are distilled off under reduced pressure
  3. custom165 parts of N-benzylaniline, corresponding to a yield of 90% of theory, distil at a boiling point of 125° C/0.2 mm Hg

Sources & evidence

ORD record
ord-88cbc38baf4e482fb13ad2110a10a5bb
Source dataset
uspto-grants-1978_01
Patent number
US04067903

Reaction notes

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