Dichloroacetic Acid → 4-tert-Butyl-2-(chloromethanesulfonyl)-1-methoxybenzene

HRID 543376Notes

Reaction equation

HRID 543376 reaction equation
[CH3:1][C:2]([C:5]1[C:6](OC)=[C:7]([S:11]([OH:13])=[O:12])[CH:8]=[CH:9][CH:10]=1)([CH3:4])[CH3:3].[C:16]([O-:19])([O-])=O.[Na+].[Na+].[Cl:22][CH:23](Cl)C(O)=O>>[Cl:22][CH2:23][S:11]([C:7]1[CH:6]=[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[CH:10]=[CH:9][C:8]=1[O:19][CH3:16])(=[O:12])=[O:13]

Participants

4

Reactant 3

HCID 6597Dichloroacetic AcidHCID 10340Sodium CarbonateHCID 20206378HCID 20206378, compound

Product 1

HCID 132102444-tert-Butyl-2-(chloromethanesulfonyl)-1-methoxybenzene

Procedure

22.8 g (0.1 mol) of 3-(1,1-dimethylethyl)-2-methoxybenzenesulfinic acid, 23 g of Na2CO3 and 15 g (0.117 mol) of dichloroacetic acid are dissolved in 150 ml of H2. The solution is slowly evaporated to dryness at a bath temperature of 160° C. The residue is again taken up in H2O, and the solution is neutralized with a little dilute hydrochloric acid and extracted by shaking several times with ethyl acetate. After removing the solvent, the product is obtained as crystals.

Workup

  1. customThe solution is slowly evaporated to dryness at a bath temperature of 160° C
  2. extractionextracted
  3. customAfter removing the solvent
  4. customthe product is obtained as crystals

Sources & evidence

ORD record
ord-5688fa5c878e433b8a6e7d8e8a77d786
Source dataset
uspto-grants-1987_04
Patent number
US04661636

Reaction notes

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