Sulfuric Acid → HCID 824236, compound

HRID 1719798Notes

Reaction equation

HRID 1719798 reaction equation
S(=O)(=O)(O)O.[C:6]1([O:12][CH2:13][CH3:14])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH2:15]([Cl:19])[C:16](=[CH2:18])[CH3:17]>>[CH2:13]([O:12][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:16]([CH3:18])([CH3:17])[CH2:15][Cl:19])[CH3:14]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7674Phenetole2×HCID 112413-Chloro-2-methyl-1-propene

Product 1

HCID 824236HCID 824236, compoundYield 213.4%

Procedure

120 g of 98% sulfuric acid was charged in a 500 ml four-neck flask. 200 g of phenetole was added dropwise thereto while the temperature was kept at 45° C. A mixed solution of 90 g of methallyl chloride and 165 g of phenetole was added dropwise thereto over 10 h while the temperature was kept at 0° to 10° C. The mixture was kept at 25° C. for 15 h and then poured into ice/water. An organic layer was separated out, washed thoroughly with a dilute aqueous sodium hydroxide solution and then water and dried over anhydrous sodium sulfate to obtain 451.2 g of crude 2-(2-ethoxyphenyl)-2-methylpropyl chloride. The crude product was analyzed according to gas chromatography to reveal that it comprised 22% of 2-(4-ethoxyphenyl)-2-methylpropyl chloride and 78% of 2-(2-ethoxyphenyl)-2-methylpropyl chloride (isomer).

Workup

  1. customwas kept at 45° C
  2. waitThe mixture was kept at 25° C. for 15 h
  3. customAn organic layer was separated out
  4. washwashed thoroughly with a dilute aqueous sodium hydroxide solution
  5. dry with materialwater and dried over anhydrous sodium sulfate

Sources & evidence

ORD record
ord-4fb9de4de0b145319256e34dcf9b0fe3
Source dataset
uspto-grants-1985_09
Patent number
US04542243

Reaction notes

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