Chlorotrimethylsilane → N,N-bis(trimethylsilyl)perfluorooctaneamide

HRID 227365

Reaction equation

HRID 227365 reaction equation
[F:1][C:2]([F:25])([C:6]([F:24])([F:23])[C:7]([F:22])([F:21])[C:8]([F:20])([F:19])[C:9]([F:18])([F:17])[C:10]([F:16])([F:15])[C:11]([F:14])([F:13])[F:12])[C:3]([NH2:5])=[O:4].[CH3:26][Si:27]([CH3:30])([CH3:29])Cl.CCCCCCCCCCCCCCCC>CCCCCC>[CH3:26][Si:27]([CH3:30])([CH3:29])[N:5]([Si:27]([CH3:30])([CH3:29])[CH3:26])[C:3](=[O:4])[C:2]([F:25])([F:1])[C:6]([F:23])([F:24])[C:7]([F:21])([F:22])[C:8]([F:19])([F:20])[C:9]([F:17])([F:18])[C:10]([F:15])([F:16])[C:11]([F:14])([F:13])[F:12]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 11006HexadecaneHCID 679192,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Pentadecafluorooctanamide

Product 1

HCID 86615112N,N-bis(trimethylsilyl)perfluorooctaneamide

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

First, perfluorooctaneamide (CF3(CF2)7CONH2) (46 g) was dissolved in n-hexane (300 ml). Thereafter, trimethylchlorosilane (15 ml) was dropped gradually into the solution obtained above, in a dry nitrogen atmosphere. Then this was allowed to react for two hours while being stirred. After the reaction was completed, hexadecane contained in the reaction solution was removed with the evaporator. Thus, N,N-bis(trimethylsilyl)perfluorooctaneamide was obtained.

Workup

  1. customobtained above, in a dry nitrogen atmosphere
  2. customto react for two hours
  3. customwas removed with the evaporator

Sources & evidence

ORD record
ord-297020bd8b424536ad1a50bc562a8510
Source dataset
uspto-grants-2009_07
Patent number
US07560301B2

Linked notes

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