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Methylamine → Methyl-(7,7,8,8,8-pentafluor-octyl)-amine

HRID 1837259
Notes
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Reaction equation

HRID 1837259 reaction equation
[CH3:1][NH2:2].[F:3][C:4]([F:26])([C:22]([F:25])([F:24])[F:23])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]C1C=C(C)C=CC=1S([O-])(=O)=O>O1CCCC1>[CH3:1][NH:2][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:4]([F:26])([F:3])[C:22]([F:25])([F:24])[F:23]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6329Methylamine2×HCID 234970987,7,8,8,8-Pentafluor-octyltosylate

Product 1

HCID 17910986Methyl-(7,7,8,8,8-pentafluor-octyl)-amineYield 87.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.0 g of methylamine is condensed in a solution of 2.9 g of 7,7,8,8,8-pentafluor-octyltosylate in 10 ml of absolute tetrahydrofuran at −20° C., and it is stirred overnight in a pressure vessel at room temperature. After the pressure vessel was opened at −20° C., it is allowed to come to room temperature to allow excess methylamine to evaporate off. The reaction solution is taken up in dichloromethane, washed with water, dried on magnesium sulfate and concentrated by evaporation in a vacuum. 1.58 g of methyl-(7,7,8,8,8-pentafluor-octyl)-amine is obtained as a crude product.

Workup

  1. customwas opened at −20° C.
  2. customto come to room temperature
  3. customto evaporate off
  4. washwashed with water
  5. customdried on magnesium sulfate
  6. concentrationconcentrated by evaporation in a vacuum

Sources & evidence

ORD record
ord-3d955e2e631145a1851dea85c23cc820
Source dataset
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06780855B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes