Dichloromethane → 4-tert-Butyl-2-chlorophenol

HRID 598721Notes

Reaction equation

HRID 598721 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-042a2f6e6d94486591d44f8805e98d96
Source dataset
uspto-grants-2011_03
Patent number
US07897599B2

Reaction notes

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