Sulfuric Acid → HCID 58575197, compound

HRID 1396658Notes

Reaction equation

HRID 1396658 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([CH2:12][O:13][CH3:14])[CH:3]=1.S(=O)(=O)(O)O.[N+:20]([O-])([O-:22])=[O:21].[K+]>>[F:1][C:2]1[C:11]([N+:20]([O-:22])=[O:21])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([CH2:12][O:13][CH3:14])[CH:3]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 21075354HCID 21075354, compound

Product 1

HCID 58575197HCID 58575197, compoundYield 87.1%

Conditions

Temperature
-10 °C

Procedure

To a mixture of 1.75 g of methyl 4-fluoro-2-(methoxymethyl)benzoate and 8.7 mL of concentrated sulfuric acid was added 964 mg of potassium nitrate over 5 minutes under cooling at −10° C. After stirring at the same temperature for 4 hours and a half, the reaction mixture was added to 300 mL of ice water, followed by stirring. The solid was collected by filtration, washed with water, and dried under reduced pressure to obtain 1.87 g of methyl 4-fluoro-2-(methoxymethyl)-5-nitrobenzoate.

Workup

  1. stirringby stirring
  2. filtrationThe solid was collected by filtration
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-3a9e0ac0ad8b41f99fa272fcd0846e4b
Source dataset
uspto-grants-2014_12
Patent number
US08901126B2

Reaction notes

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