Sulfuric Acid → HCID 13090699, compound

HRID 1252653Notes

Reaction equation

HRID 1252653 reaction equation
[CH3:1][C:2](=[CH2:4])[CH3:3].[Cl:5][C:6]1[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][C:7]=1[O:8][C:9]1[CH:10]=[C:11]([C:14]([N+:17]([O-:19])=[O:18])=[CH:15][CH:16]=1)[CH2:12][OH:13].S(=O)(=O)(O)O>ClCCCl>[C:2]([O:13][CH2:12][C:11]1[C:14]([N+:17]([O-:19])=[O:18])=[CH:15][CH:16]=[C:9]([O:8][C:7]2[CH:20]=[CH:21][C:22]([C:24]([F:25])([F:26])[F:27])=[CH:23][C:6]=2[Cl:5])[CH:10]=1)([CH3:3])([CH3:1])[CH3:4]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 13050461HCID 13050461, compound

Product 1

HCID 13090699HCID 13090699, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Isobutylene gas was passed into a solution of 17.4 parts by weight of 3-(2'-chloro-4'-trifluoromethylphenoxy)-6-nitrobenzyl alcohol in 100 parts by volume of 1,2-dichloroethane and 0.5 parts by weight of sulfuric acid at 40° C. for two hours. The reaction mixture was then washed with dilute aqueous sodium bicarbonate solution and twice with water, and the organic phase was dried with magnesium sulfate, filtered and concentrated. 18 parts by weight (89% of theory) of 3-(2'-chloro-4'-trifluoromethylphenoxy)-6-nitrobenzyl tert.-butyl ether (compound No. 16) of melting point 75°-78° C. were obtained.

Workup

  1. washThe reaction mixture was then washed with dilute aqueous sodium bicarbonate solution and twice with water
  2. dry with materialthe organic phase was dried with magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-7c9708faba114c70802d766b663561d9
Source dataset
uspto-grants-1988_05
Patent number
US04744812

Reaction notes

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