Sulfuric Acid → HCID 22063477, compound

HRID 1666167Notes

Reaction equation

HRID 1666167 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[CH3:20].[OH-:21].[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:21])([CH3:18])[CH3:19])=[CH:12][C:11]=1[CH3:20]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 8929Sodium CyanideHCID 14798Sodium HydroxideHCID 220634781-Fluoro-2-methyl-4-(2-methylpropenyl)benzene

Product 1

HCID 22063477HCID 22063477, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

4.9 mL concentrated sulfuric acid are added dropwise at 5° C.-15° C. to 1.5 g (31 mmol) sodium cyanide in 5 mL glacial acetic acid. Then the mixture is combined with 3.9 g (24 mmol) of 1-fluoro-2-methyl-4-(2-methylpropenyl)benzene, dissolved in 10 mL glacial acetic acid, and stirred for 1 hour at 50° C.-60° C. The reaction mixture is diluted with ice water, made alkaline with concentrated sodium hydroxide solution, and extracted with dichloromethane. The organic phase is dried with sodium sulfate and freed from solvents in vacuo. The slightly yellow oil thus obtained is further reacted directly. Yield: 4.3 g (87%).

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic phase is dried with sodium sulfate
  3. customThe slightly yellow oil thus obtained
  4. customis further reacted directly

Sources & evidence

ORD record
ord-e0b0d112096345b896ec030c587d9038
Source dataset
uspto-grants-2011_10
Patent number
US08044046B2

Reaction notes

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