Water → [4-(3-Benzyloxy-2-methanesulfinylphenoxy)-butyl]-carbamic Acid Tert-butyl Ester

HRID 660627Notes

Reaction equation

HRID 660627 reaction equation
[C:1]([O:5][C:6](=[O:29])[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:14]=1[S:27][CH3:28])([CH3:4])([CH3:3])[CH3:2].C1C=C(Cl)C=C(C(OO)=[O:38])C=1.O>C(Cl)Cl>[C:1]([O:5][C:6](=[O:29])[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:14]=1[S:27]([CH3:28])=[O:38])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 68839078HCID 68839078, compound

Product 1

HCID 68839645[4-(3-Benzyloxy-2-methanesulfinylphenoxy)-butyl]-carbamic Acid Tert-butyl Ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [4-(3-benzyloxy-2-methylsulfanylphenoxy)-butyl]-carbamic acid tert-butyl ester (600 mg, 1.44 mmol) in methylene chloride (15 mL) is added mCPBA (355 mg, 1.44 mmol) and the mixture is stirred at RT for 2 h. Water is added the organic phase is washed with saturated NaHCO3, water and brine then is dried over sodium sulfate. The solvent is removed under reduced pressure to give the title compound as an oil.

Workup

  1. washis washed with saturated NaHCO3, water and brine
  2. dry with materialthen is dried over sodium sulfate
  3. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-6cdbf13bd2b74c6982192c441c528eaf
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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