Dichloromethane → 4-tert-Butyl-2-chlorophenol

HRID 2353553Notes

Reaction equation

HRID 2353553 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(Cl)[Cl:13]>CO>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([OH:11])=[C:9]([Cl:13])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 73934-tert-Butylphenol

Product 1

HCID 73804-tert-Butyl-2-chlorophenol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

4-tert-Butyl-phenol (2.64 g, 17.5 mmol) was dissolved in 1M solution of SO2Cl2 in DCM (17.5 mL, 17.5 mmol) and MeOH (0.71 mL, 17.5 mmol) was added. The reaction was stirred at rt and monitored for progression. Additional 1M SO2Cl2/DCM (10 mL) and MeOH (0.36 mL) were added. The reaction mixture was concentrated in vacuo to yield the target compound. Calculated mass=186. Observed mass=187

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customto yield the target compound

Sources & evidence

ORD record
ord-93c171d5a3ec4cd29d11a88106c61964
Source dataset
uspto-grants-2010_07
Patent number
US07749999B2

Reaction notes

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