Water → 4-(Pentafluoroethyl)benzylamine

HRID 1493207Notes

Reaction equation

HRID 1493207 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]([F:21])([C:13]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=1)[C:9]([F:12])([F:11])[F:10].O>C(OCC)C>[F:7][C:8]([F:21])([C:13]1[CH:20]=[CH:19][C:16]([CH2:17][NH2:18])=[CH:15][CH:14]=1)[C:9]([F:10])([F:12])[F:11]

Participants

5

Reactant 3

HCID 962WaterHCID 147741854-(Pentafluoroethyl)benzonitrileHCID 21226445Aluminium lithium hydride

Product 1

HCID 147741864-(Pentafluoroethyl)benzylamineYield 100.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

0.79 g of lithium aluminum hydride was suspended in 50 ml of diethyl ether, and a solution of 4.6 g of 4-pentafluoroethylbenzonitrile in 30 ml of diethyl ether was added dropwise. After the addition, the mixture was stirred at room temperature for 30 minutes, and 5 ml of water was added dropwise over 30 minutes. The insoluble matter was removed by filtration. The ether layer was dried, and then diethyl ether was evaporated under reduced pressure to give 4.7 g of the desired 4-pentafluoroethylbenzylamine as an oil.

Workup

  1. additionAfter the addition
  2. customThe insoluble matter was removed by filtration
  3. dry with materialThe ether layer was dried
  4. customdiethyl ether was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2fc6c1fb7acf48c1853eae7848fbbae8
Source dataset
uspto-grants-1991_06
Patent number
US05021412

Reaction notes

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