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1,2,4,5-Tetrafluorobenzene → (2,3,5,6-Tetrafluorophenyl)methanamine

HRID 1712207
Notes
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Reaction equation

HRID 1712207 reaction equation
[F:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([F:10])[C:5]([F:11])=[C:4](C#N)[C:3]=1[F:14].FC1C(C=O)=C(F)C(F)=C(C=O)C=1F.FC1C(F)=CC(F)=C(F)C=1.FC1C(F)=CC(F)=C(F)C=1C#N>>[F:1][C:2]1[C:3]([F:14])=[CH:4][C:5]([F:11])=[C:6]([F:10])[C:7]=1[CH2:8][NH2:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 94741,2,4,5-TetrafluorobenzeneHCID 15783TetrafluoroterephthalonitrileHCID 2975462,3,5,6-TetrafluorobenzonitrileHCID 104205012,3,5,6-Tetrafluoroterephthalaldehyde

Product 1

HCID 53849533(2,3,5,6-Tetrafluorophenyl)methanamine

Procedure

From the toluene extract, a small amount of a sample was withdrawn, and it was subjected to GC analysis. As a result of the analysis, a peak of the tetrafluoroterephthalonitrile as a raw material was below the detection limit, the amount of tetrafluoroterephthalaldehyde was 89.4 mol %, the amount of 2,3,5,6-tetrafluorobenzene was 1.31 mol %, and the amount of 2,3,5,6-tetrafluorobenzonitrile was 1.03 mol %. On the other hand, the aqueous phase was neutralized and then subjected to GC analysis. As a result of the analysis, presence of 2.35 mol % of 2,3,5,6-tetrafluorobenzylamine was confirmed. The results are set forth in Table 1.

Workup

  1. extractionFrom the toluene extract
  2. customa small amount of a sample was withdrawn
  3. customAs a result of the analysis

Sources & evidence

ORD record
ord-c0ad1d3afe8947748cf244907a9377d2
Source dataset
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07790931B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes