Triethylamine → 866028-18-4

HRID 899243Notes

Reaction equation

HRID 899243 reaction equation
[Si:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15]O)=[C:11]([Cl:17])[CH:10]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(N(CC)CC)C.CS([Cl:29])(=O)=O>ClCCl.C(OCC)(=O)C>[C:4]([Si:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][Cl:29])=[C:11]([Cl:17])[CH:10]=1)([CH3:3])[CH3:2])([CH3:7])([CH3:6])[CH3:5]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 69265731HCID 69265731, compound

Product 1

HCID 69265901866028-18-4

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of tert-butyl[3-chloro-4-(chloromethyl)phenoxy]dimethylsilane (step 1, 500 mg, 1.83 mmol) in dichloromethane (5 mL) were added triethylamine (0.139 mL, 2.75 mmol) and methane sulfonylchloride (231 mg, 2.02 mmol) at room temperature. The mixture was stirred for 2 h at the same temperature. The mixture was diluted with ethyl acetate (100 mL), and the mixture washed with water and brine, dried over sodium sulfate and evaporated. The residue was purified by silica gel (40 g) eluting with hexane/ethyl acetate (10/1) to afford 580 mg (quant.) of the title compound as a colorless oil:

Workup

  1. washthe mixture washed with water and brine
  2. dry with materialdried over sodium sulfate
  3. customevaporated
  4. customThe residue was purified by silica gel (40 g)
  5. washeluting with hexane/ethyl acetate (10/1)

Sources & evidence

ORD record
ord-fc6dd598879e439b99c3f8bed0f995c4
Source dataset
uspto-grants-2008_04
Patent number
US07354925B2

Reaction notes

Loading…