Potassium Carbonate → Benzene, 1,1'-tellurobis[4-methoxy-

HRID 1164699Notes

Reaction equation

HRID 1164699 reaction equation
N(C1C=CC(C(O)=O)=CC=1)N.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([Te:20]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)=O)=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[CH3:29][O:28][C:25]1[CH:24]=[CH:23][C:22]([Te:20][C:17]2[CH:18]=[CH:19][C:14]([O:13][CH3:12])=[CH:15][CH:16]=2)=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 120894-Hydrazinobenzoic acidHCID 3044917Bis(p-methoxyphenyl) telluroxide

Product 1

HCID 4605422Benzene, 1,1'-tellurobis[4-methoxy-Yield 44%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

p-Hydrazino benzoic acid (152 mg, 1 mmol) and bis-(p-methoxyphenyl)-telluroxide (394 mg, 1.10 mmol) were stirred in chloroform (10 ml) at room temperature for 24 h. The reaction mixture was then poured into saturated aqueous potassium carbonate, the phases separated and the aqueous phase extracted with dichloromethane (2×10 ml). The combined organic phases were dried over sodium sulphate and evaporated under reduced pressure. The residue after purification by column chromatography (chloroform) gave bis-(p-methoxyphenyl)-telluride (151 mg, 44%). The aqueous phase, on acidification with hydrochloric acid and extraction with dichloromethane gave a yellow solid (54 mg) which on sublimation under reduced pressure gave pure benzoic acid (32 mg, 26%) m.p. 122° (lit., 122°).

Workup

  1. customthe phases separated
  2. extractionthe aqueous phase extracted with dichloromethane (2×10 ml)
  3. dry with materialThe combined organic phases were dried over sodium sulphate
  4. customevaporated under reduced pressure
  5. customThe residue after purification by column chromatography (chloroform)

Sources & evidence

ORD record
ord-f5fd751ccfe84171b1e16e14271679c0
Source dataset
uspto-grants-1983_01
Patent number
US04370497

Reaction notes

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