Water → HCID 14774189, compound

HRID 1493211Notes

Reaction equation

HRID 1493211 reaction equation
[Cl:1][C:2](=[CH2:13])[CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>C(OCC)C>[Cl:1][C:2](=[CH2:13])[CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH2:10])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 147741884-[(2-Chloro-2-propen-1-yl)oxy]benzonitrile2×HCID 21226445Aluminium lithium hydride

Product 1

HCID 14774189HCID 14774189, compoundYield 18.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

1 36 g of lithium aluminum hydride was suspended in 50 ml of diethyl ether, and a solution of 7.0 g of 4-(2-chloro-2-propeneoxy)benzonitrile in 40 ml of diethyl ether was added dropwise. After the addition, the mixture was stirred at room temperature for 30 minutes and then 10 ml of water was added dropwise for 30 minutes. The insoluble matter was removed by filtration. The ether layer was dried and diethyl ether was evaporated under reduced pressure to give 6.7 g of the desired 4-(2-chloro-2-propeneoxy)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-89d6285f1c5b4f76ab76d32517cc7049
Source dataset
uspto-grants-1991_06
Patent number
US05021412

Reaction notes

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