Water → HCID 86642710, compound

HRID 1361083Notes

Reaction equation

HRID 1361083 reaction equation
[CH2:1]([S:5](Cl)(=[O:7])=[O:6])CCC.[C:9]1([O:19][CH3:20])[C:10](=[CH:12][CH:13]=[C:14]([CH:18]=1)[CH2:15][CH:16]=[CH2:17])O.C(N([CH2:26][CH3:27])CC)C.O.[C:29]([O:32]CC)(=O)[CH3:30]>ClCCl>[CH2:15]([C:14]1[CH:13]=[CH:12][C:10]([CH2:1][S:5]([O:32][CH2:29][CH2:30][CH2:26][CH3:27])(=[O:7])=[O:6])=[C:9]([O:19][CH3:20])[CH:18]=1)[CH:16]=[CH2:17]

Participants

7

Reactant 5

HCID 962WaterHCID 3314EugenolHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 754301-Butanesulfonyl chloride

Product 1

HCID 86642710HCID 86642710, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-20 °C

Procedure

5.2 ml (40 mmol) of butanesulfonyl 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. 10.8 g (100%) of butyl (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-19d4d30bce9a45e6bccf85afe6421bb1
Source dataset
uspto-grants-2011_02
Patent number
US07879907B2

Reaction notes

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