Triethylamine → HCID 10967402, compound

HRID 2051924Notes

Reaction equation

HRID 2051924 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>ClCCl>[CH3:20][S:21]([O:10][CH2:9][CH2:8][CH2:7][O:6][C:5]1[CH:11]=[CH:12][C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:23])=[O:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 100811513-(4-chlorophenoxy)-1-propanol

Product 1

HCID 10967402HCID 10967402, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 9.7 g of 3-(4-chlorophenoxy)-1-propanol and 10.5 g of triethylamine in 250 ml of dichloromethane chilled to -5° C. is added dropwise 6.7 g of methanesulfonyl chloride. After chilling and stirring for 1 hour, the mixture is washed with chilled 100 ml portions of water, 10% hydrochloric acid, saturated sodium bicarbonate, and saturated sodium chloride. The organic layer is dried (magnesium sulfate) and the solvent removed under vacuum to give the product as an oil which crystallizes on standing.

Workup

  1. temperatureAfter chilling
  2. washthe mixture is washed
  3. temperaturewith chilled 100 ml portions of water, 10% hydrochloric acid, saturated sodium bicarbonate, and saturated sodium chloride
  4. dry with materialThe organic layer is dried (magnesium sulfate)
  5. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-88137924cc7f4ab6a2837bf10b6e8b8e
Source dataset
uspto-grants-1980_01
Patent number
US04182776

Reaction notes

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