Methanesulfonyl chloride → HCID 54238111, compound

HRID 1741975Notes

Reaction equation

HRID 1741975 reaction equation
O[CH2:2][CH:3]1[CH:8]2[O:9][C:10]([CH3:13])([CH3:12])[O:11][CH:7]2[CH:6]([O:14][CH:15]([O:17][CH2:18][CH3:19])[CH3:16])[CH2:5][C:4]1=[CH:20][C:21]([O:23][CH2:24][CH3:25])=[O:22].CS(Cl)(=O)=O>N1C=CC=CC=1>[CH2:2]=[C:3]1[CH:8]2[O:9][C:10]([CH3:13])([CH3:12])[O:11][CH:7]2[CH:6]([O:14][CH:15]([O:17][CH2:18][CH3:19])[CH3:16])[CH2:5][C:4]1=[CH:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 54442722HCID 54442722, compound

Product 1

HCID 54238111HCID 54238111, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The obtained ethyl (2-hydroxymethyl-3,4-(dimethylmethylenedioxy)-5-(1-ethoxyethoxy)cyclohexylidene)acetate was dissolved in 5 ml of pyridine, and 0.12 g of methanesulfonyl chloride was added, followed by stirring the mixture overnight at room temperature. The reaction liquid was concentrated under reduced pressure, diluted with diethyl ether, washed with a saturated sodium hydrogen carbonate aqueous solution and a saturated sodium chloride aqueous solution in sequence, dried over anhydrous magnesium sulfate, and then concentrated conducted under reduced pressure. The obtained residue was purified by silica gel column chromatography to give 0.282 g of ethyl (2-methylene-3,4-(dimethylmethylenedioxy)-5-(1-ethoxyethoxy)cyclohexylidene)acetate having the following property.

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated under reduced pressure
  3. additiondiluted with diethyl ether
  4. washwashed with a saturated sodium hydrogen carbonate aqueous solution
  5. dry with materiala saturated sodium chloride aqueous solution in sequence, dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-d76aeb7bc612443388e5493f9f915e20
Source dataset
uspto-grants-1994_08
Patent number
US05334740

Reaction notes

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