Hydrochloric Acid → HCID 18788827, compound

HRID 1106500Notes

Reaction equation

HRID 1106500 reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]([N+:18]([O-])=O)=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].Cl>CO.[Fe]>[NH2:18][C:9]1[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:11][C:2]([CH3:1])=[C:3]([CH:8]=1)[C:4]([O:6][CH3:7])=[O:5]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18788795Methyl 2-methyl-5-nitro-4-phenylbenzoate

Product 1

HCID 18788827HCID 18788827, compoundYield 86.5%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 887MethanolSolvent

Procedure

13 g of methyl 2-methyl-5-nitro-4-phenylbenzoate were dissolved in 150 ml of MeOH and treated with 10 g of iron powder. A saturated aqueous HCl solution was then slowly added dropwise and the mixture was stirred at RT for 2 hours. The volatile components are removed in vacuo at a maximum temperature of 30° C., 500 ml of a saturated aqueous Na2CO3 solution were added, the iron salts were filtered off and the filtrate was extracted 3 times using 500 ml of EA each time. The organic phase was dried over Na2SO4 and the solvent was removed in vacuo. 10 g of colorless oil were obtained.

Workup

  1. customThe volatile components are removed in vacuo at a maximum temperature of 30° C., 500 ml of a saturated aqueous Na2CO3 solution
  2. additionwere added
  3. filtrationthe iron salts were filtered off
  4. extractionthe filtrate was extracted 3 times
  5. dry with materialThe organic phase was dried over Na2SO4
  6. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-7b275721bbf640d9a7572e1982db1759
Source dataset
uspto-grants-2000_05
Patent number
US06057322

Reaction notes

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