Water → HCID 14774192, compound

HRID 1493213Notes

Reaction equation

HRID 1493213 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[O:16][CH2:17][C:18]([F:21])([F:20])[F:19])[C:11]#[N:12].O>C(OCC)C>[F:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[O:16][CH2:17][C:18]([F:19])([F:20])[F:21])[CH2:11][NH2:12]

Participants

5

Reactant 3

HCID 962WaterHCID 14774191HCID 14774191, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 14774192HCID 14774192, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

1.40 g of lithium aluminum hydride was suspended in 50 ml of diethyl ether, and a solution of 8.00 g of 3-fluoro-4-(2,2,2-trifluoroethoxy)benzonitrile in ml of diethyl ether was added dropwise. After the addition, the mixture was stirred at room temperature for 30 minutes and subsequently, 10 ml of water was added dropwise over 30 minutes. The insoluble matter was removed by filtration. The ether layer was dried. Diethyl ether was evaporated under reduced pressure to give 7.54 g of crude 3-fluoro-4-(2,2,2-trifluoroethoxy)benzylamine 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-0f8f1ca9e773430aa91e09b6a8adac28
Source dataset
uspto-grants-1991_06
Patent number
US05021412

Reaction notes

Loading…