Chlorosulfonic acid → 5-tert-Butyl-2-methoxybenzene-1-sulfonyl chloride

HRID 364890Notes

Reaction equation

HRID 364890 reaction equation
[CH3:1][C:2]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)([CH3:4])[CH3:3].[Cl:13][S:14](O)(=[O:16])=[O:15]>C(Cl)Cl>[CH3:4][C:2]([C:5]1[CH:10]=[C:9]([S:14]([Cl:13])(=[O:16])=[O:15])[C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)([CH3:1])[CH3:3]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 94750p-tert-Butylanisole

Product 1

HCID 132102315-tert-Butyl-2-methoxybenzene-1-sulfonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

12.3 g (0.075 mole) of 4-(1,1-dimethylethyl)anisole, dissolved in 30 ml of methylene chloride, are added dropwise, while cooling with ice, to 16.5 ml of chlorosulfonic acid, dissolved in 20 ml of methylene chloride. The mixture is stirred for 40 minutes and is then poured into ice water. The organic phase is separated off, washed with water, dried with MgSO4 and concentrated.

Workup

  1. additionare added dropwise
  2. customThe organic phase is separated off
  3. washwashed with water
  4. dry with materialdried with MgSO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-9e2e5c0e0d1446c3a6f29477aee1c55f
Source dataset
uspto-grants-1986_08
Patent number
US04607030

Reaction notes

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