HCID 2228055, compound → HCID 20118494, compound

HRID 747719Notes

Reaction equation

HRID 747719 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][CH:19]=1)[CH2:7][O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[C:12]#[N:13])([O-])=O>C(O)(=O)C.[Zn]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][CH:19]=1)[CH2:7][O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[C:12]#[N:13]

Participants

4

Reactant 1

HCID 2228055HCID 2228055, compound

Product 1

HCID 20118494HCID 20118494, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
45 °C

Procedure

2.32 g (9.12 mmol) of 3-[3-nitrobenzyloxy]benzonitrile and 4.38 g of zinc were suspended in 50 ml of acetic acid, and the obtained suspension was stirred at 45° C. for 4 hours. The insoluble matter was filtered out, and the filtrate was evaporated. 100 ml of chloroform and 50 ml of 1 N aqueous sodium hydroxide solution were added to the residue. After the separation of the liquids followed by the treatment by an ordinary method, the title compound was obtained.

Workup

  1. filtrationThe insoluble matter was filtered out
  2. customthe filtrate was evaporated
  3. addition100 ml of chloroform and 50 ml of 1 N aqueous sodium hydroxide solution were added to the residue
  4. customAfter the separation of the liquids

Sources & evidence

ORD record
ord-d33ba3406a244ea0a5eb8ad8ead4eb16
Source dataset
uspto-grants-2008_07
Patent number
US07396844B1

Reaction notes

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