Triethylamine → HCID 19744679, compound

HRID 2254416Notes

Reaction equation

HRID 2254416 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:7]=[C:8]([CH:19]=[CH:20][CH:21]=2)[O:9][CH2:10][C:11]2[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=2)[CH2:14][OH:15])=[CH:2]1.[CH3:22][S:23](Cl)(=[O:25])=[O:24].C(N(CC)CC)C>C(OCC)(=O)C>[CH3:22][S:23]([O:15][CH2:14][C:13]1[CH:16]=[CH:17][CH:18]=[C:11]([CH2:10][O:9][C:8]2[CH:19]=[CH:20][CH:21]=[C:6]([C:3]3[CH:4]=[CH:5][S:1][CH:2]=3)[CH:7]=2)[CH:12]=1)(=[O:25])=[O:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 54262502HCID 54262502, compound

Product 1

HCID 19744679HCID 19744679, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

104 mg of 3-[3-(3-thienyl)phenoxymethyl]benzyl alcohol was dissolved in 1 ml of ethyl acetate, and 45 microliters of methanesulfonyl chloride and 88 microliters of triethylamine were added with ice cooling and stirring. The reaction mixture was stirred for 1 hour. The precipitate was removed by filtration, and the organic layer was separated, then dried over anhydrous magnesium sulfate. The desiccant was separated by filtration, and the solvent was evaporated to give 3-[3-(3-thienyl)phenoxymethyl)benzyl methanesulfonate as a pale yellow oil.

Workup

  1. stirringThe reaction mixture was stirred for 1 hour
  2. customThe precipitate was removed by filtration
  3. customthe organic layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe desiccant was separated by filtration
  6. customthe solvent was evaporated

Sources & evidence

ORD record
ord-0b92d9d38b784ea08c4d21ad7719c395
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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