Benzo(F)Quinoline → Mls002703342

HRID 405651

Reaction equation

HRID 405651 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C(Cl)Cl.[CH:14]1[C:23]2[C:22]3[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=3[CH:20]=[CH:19][C:18]=2[N:17]=[CH:16][CH:15]=1.[C-:28]#[N:29].[K+]>C(Cl)Cl.O>[C:28]([CH:16]1[CH:15]=[CH:14][C:23]2[C:22]3[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=3[CH:20]=[CH:19][C:18]=2[N:17]1[C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)#[N:29]

Participants

7

Reactant 4

HCID 6796Benzo(F)QuinolineHCID 7412Benzoyl chlorideHCID 9032Potassium CyanideHCID 21908982Water methylene chloride

Product 1

HCID 262649Mls002703342

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

648 μl (5.58 mmol) benzoyl chloride was added to a two phase system of water/methylene chloride over a period of two hours. These two layers contain 500 mg (2.79 mmol) of benzo(f)chinolin in the methylene chloride layer and 545 mg (8.37 mmol) KCN in water. Stirring was continued for 6 hours. The organic phase was separated and washed with water, 5% hydrochloric acid, water, 5% NaOH solution, and again with water. After drying over magnesium sulfate, the solution was evaporated to dryness.

Workup

  1. customThe organic phase was separated
  2. washwashed with water, 5% hydrochloric acid, water, 5% NaOH solution
  3. dry with materialAfter drying over magnesium sulfate
  4. customthe solution was evaporated to dryness

Sources & evidence

ORD record
ord-efdf6f83041f43f2a404661c530990f1
Source dataset
uspto-grants-2014_06
Patent number
US08753641B2

Linked notes

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