Sulfuric Acid → HCID 86071200, compound

HRID 1295597Notes

Reaction equation

HRID 1295597 reaction equation
S(=O)(=O)(O)O.[C-:6]#[N:7].[Na+].[F:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]=[C:17]([CH3:19])[CH3:18])=[CH:12][C:11]=1[C:20]([F:23])([F:22])[F:21].[OH-:24].[Na+]>C(O)(=O)C>[F:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17]([NH:7][CH:6]=[O:24])([CH3:19])[CH3:18])=[CH:12][C:11]=1[C:20]([F:21])([F:22])[F:23]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 8929Sodium CyanideHCID 14798Sodium HydroxideHCID 231059441-Fluoro-4-(2-methyl-propenyl)-2-trifluoromethyl-benzene

Product 1

HCID 86071200HCID 86071200, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent3×

Conditions

Temperature
55 °C

Procedure

A solution of 30 mL conc. sulphuric acid and 15 mL glacial acetic acid is added dropwise to 1.0 g (20.4 mmol) sodium cyanide in 15 mL glacial acetic acid, while the temperature rises to approx. 30° C. Then 3.4 g (15.6 mmol) 1-fluoro-4-(2-methyl-propenyl)-2-trifluoromethyl-benzene, dissolved in 15 mL glacial acetic acid, are added and the mixture is stirred for 1 hour at 50-60° C. After cooling to ambient temperature the mixture is poured onto ice water and made alkaline with sodium hydroxide solution. It is extracted with diethyl ether and the organic phases are washed with water, dried with sodium sulphate and evaporated down. 3.64 g of a brown oil are obtained.

Workup

  1. customrises to approx. 30° C
  2. additionare added
  3. temperatureAfter cooling to ambient temperature the mixture
  4. additionis poured onto ice water
  5. extractionIt is extracted with diethyl ether
  6. washthe organic phases are washed with water
  7. dry with materialdried with sodium sulphate
  8. customevaporated down

Sources & evidence

ORD record
ord-6871c1faffce4e92b3b5f4e9fb4dec09
Source dataset
uspto-grants-2007_07
Patent number
US07244728B2

Reaction notes

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