Methylamine → HCID 23497156, compound

HRID 1837263Notes

Reaction equation

HRID 1837263 reaction equation
[CH3:1][NH2:2].[F:3][C:4]([F:44])([C:22]([F:43])([F:42])[C:23]([F:41])([F:40])[C:24]([F:39])([F:38])[C:25]([F:37])([F:36])[C:26]([F:35])([F:34])[C:27]([F:33])([F:32])[C:28]([F:31])([F:30])[F:29])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]C1C=C(C)C=CC=1S([O-])(=O)=O>O1CCCC1>[F:3][C:4]([F:44])([C:22]([F:43])([F:42])[C:23]([F:41])([F:40])[C:24]([F:39])([F:38])[C:25]([F:37])([F:36])[C:26]([F:35])([F:34])[C:27]([F:33])([F:32])[C:28]([F:31])([F:30])[F:29])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][NH:2][CH3:1]

Participants

4

Reactant 2

HCID 6329Methylamine2×HCID 23497025HCID 23497025, compound

Product 1

HCID 23497156HCID 23497156, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3.78 g of methylamine is condensed in a solution of 5.72 g of 7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,14-heptadecafluoro-tetradecyl-tosylate 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. 4.29 g of (7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,14-heptadecafluoro-tetradecyl)-methyl-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-99d3ebf93d1048faab3f180735f821ab
Source dataset
uspto-grants-2004_08
Patent number
US06780855B2

Reaction notes

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