Water → HCID 23130580, compound

HRID 2080063Notes

Reaction equation

HRID 2080063 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([NH:13][C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.O>O1CCCC1>[NH2:19][CH2:18][C:17]1[CH:20]=[CH:21][C:14]([NH:13][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 99643424-PHENYLAMINO-BENZONITRILEHCID 21226445Aluminium lithium hydride

Product 1

HCID 23130580HCID 23130580, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Next, to a solution of lithium aluminum hydride (1.17 g, 30.9 mmol) in tetrahydrofuran (60 mL) was added a solution of the obtained 4-phenylamino-benzonitrile (2.0 g, 10.3 mmol) in tetrahydrofuran (5 mL), and the solution was stirred at room temperature for 22 hours. Water was added to the reaction solution, which was then extracted with ethyl acetate, dried over anhydrous magnesium sulfate, and the solvent was evaporated to obtain the title compound (2.0 g, 98%) as an orange oil. This compound was used in the next reaction without purification.

Workup

  1. extractionwas then extracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-fc6ee277b6ae477ca9fba05f3ac1752d
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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