Water → HCID 13711147, compound

HRID 280182Notes

Reaction equation

HRID 280182 reaction equation
[Br:1]Br.[C:3]([CH2:5][CH:6]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)[CH3:7])#[N:4].C([O-])(=O)C.[Na+].O>C(O)(=O)C>[C:3]([CH2:5][CH:6]([C:8]1[CH:9]=[CH:10][C:11]([O:14][CH3:15])=[CH:12][C:13]=1[Br:1])[CH3:7])#[N:4]

Participants

6

Reactant 4

HCID 962WaterHCID 24408BromineHCID 517045Sodium AcetateHCID 20138914HCID 20138914, compound

Product 1

HCID 13711147HCID 13711147, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (17.9 ml) is added dropwise over a period of 1.5 hours to a solution of 1-cyano-2-(p-methoxyphenyl)-n-propane (61.2 g) and sodium acetate (34.4 g) in glacial acetic acid (350 ml), and the solution is stirred for 30 min. at RT. The reaction mixture is poured into H2O, extracted with diethyl ether, and the etheral extract is washed with H2O, sat'd NaHCO3, 10% NaOH, sat'd NaCl, dried, filtered, and the filtrate evaporated in vacuo. The residue is distilled affording the product as a cloudy oil, B.P.=162° C. (2 mm).

Workup

  1. extractionextracted with diethyl ether
  2. extractionthe etheral extract
  3. washis washed with H2O
  4. customdried
  5. filtrationfiltered
  6. customthe filtrate evaporated in vacuo
  7. distillationThe residue is distilled
  8. customaffording the product as a cloudy oil, B.P.=162° C. (2 mm)

Sources & evidence

ORD record
ord-b7de9e01ecd145dda34a950270669826
Source dataset
uspto-grants-1986_05
Patent number
US04588719

Reaction notes

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