Water → HCID 13888187, compound

HRID 1361077Notes

Reaction equation

HRID 1361077 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[C:6]1([O:16][CH3:17])[C:7](=[CH:9][CH:10]=[C:11]([CH:15]=1)[CH2:12][CH:13]=[CH2:14])[OH:8].C(N(CC)CC)C.O>ClCCl.C(OCC)(=O)C>[CH3:1][S:2]([O:8][C:7]1[CH:9]=[CH:10][C:11]([CH2:12][CH:13]=[CH2:14])=[CH:15][C:6]=1[O:16][CH3:17])(=[O:4])=[O:3]

Participants

7

Reactant 4

HCID 962WaterHCID 3314EugenolHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 13888187HCID 13888187, compoundYield 108.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
-20 °C

Procedure

3.1 ml (40 mmol) of methanesulfonyl chloride are added to a solution of 6 g (36 mmol) of eugenol and 5.5 ml (43 mmol) of triethylamine in 100 ml of dichloromethane, cooled beforehand to −20° C. After stirring at room temperature for 3 hours, the reaction medium is treated with water and ethyl acetate. The organic phase is dried over magnesium sulfate, filtered and evaporated. 9.5 g (100%) of 4-allyl-2-methoxyphenyl methanesulfonate are obtained.

Workup

  1. dry with materialThe organic phase is dried over magnesium sulfate
  2. filtrationfiltered
  3. customevaporated

Sources & evidence

ORD record
ord-f7f6cb7e64e748309366337a176de92f
Source dataset
uspto-grants-2011_02
Patent number
US07879907B2

Reaction notes

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