Triethylamine → HCID 87312108, compound

HRID 982819Notes

Reaction equation

HRID 982819 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][CH2:10][CH2:11][OH:12].C(N(CC)CC)C.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>C(Cl)Cl.[Cl-].[Na+].O>[CH3:20][S:21]([O:12][CH2:11][CH2:10][CH2:9][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[Cl:8])(=[O:23])=[O:22]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 219565353-(2,6-Dichlorophenyl)propan-1-ol

Product 1

HCID 87312108HCID 87312108, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

To a solution of 3-(2,6-dichlorophenyl)-1-propanol (125 mg, 0.61 mmol) and triethylamine (123 mg, 1.22 mmol) in methylene chloride (3 mL), methanesulfonyl chloride (105 mg, 0.915 mmol) was added under ice cooling, followed by stirring at room temperature for 2 hours. Brine was added to the reaction mixture. The organic layer was allowed to separate, was collected, and was then dried over anhydrous sodium sulfate. Subsequent to concentration under reduced pressure, the residue was purified by chromatography on a silica gel column (hexane/ethyl acetate=10/1) to yield the title compound as a pale yellow syrupy substance (yield: quantitative).

Workup

  1. customto separate
  2. customwas collected
  3. dry with materialwas then dried over anhydrous sodium sulfate
  4. concentrationSubsequent to concentration under reduced pressure
  5. customthe residue was purified by chromatography on a silica gel column (hexane/ethyl acetate=10/1)

Sources & evidence

ORD record
ord-c0a06165811a46a083d7ab12507ddb0f
Source dataset
uspto-grants-2005_03
Patent number
US06861428B2

Reaction notes

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