Methylamine → Methyl-(7,7,8,8,9,9,10,10,10-nonafluorodecyl)amine

HRID 1837260Notes

Reaction equation

HRID 1837260 reaction equation
[CH3:1][NH2:2].[F:3][C:4]([F:32])([C:22]([F:31])([F:30])[C:23]([F:29])([F:28])[C:24]([F:27])([F:26])[F:25])[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:32])([F:3])[C:22]([F:31])([F:30])[C:23]([F:29])([F:28])[C:24]([F:27])([F:26])[F:25]

Participants

4

Reactant 2

HCID 6329Methylamine2×HCID 234970787,7,8,8,9,9,10,10,10-Nonafluoro-decyltosylate

Product 1

HCID 12095891Methyl-(7,7,8,8,9,9,10,10,10-nonafluorodecyl)amineYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.12 g of methylamine is condensed in a solution of 3.89 g of 7,7,8,8,9,9,10,10,10-nonafluoro-decyltosylate 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. 2.63 g of methyl-(7,7,8,8,9,9,10,10,10-nonafluoro-decyl)-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-e033aaf5e2004e9d91f2e58b2a5f5fba
Source dataset
uspto-grants-2004_08
Patent number
US06780855B2

Reaction notes

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