Water → HCID 86762285, compound

HRID 1182641Notes

Reaction equation

HRID 1182641 reaction equation
[C:1]([O:6][CH:7]([CH2:22][CH3:23])[C:8]([F:21])([F:20])[C:9]([O:11][CH2:12][C:13]([F:19])([F:18])[S:14]([O-:17])(=[O:16])=[O:15])=[O:10])(=[O:5])[C:2]([CH3:4])=[CH2:3].[Na+].O.[Cl-].[C:27]1([S+:33]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C(Cl)(Cl)Cl>[C:1]([O:6][CH:7]([CH2:22][CH3:23])[C:8]([F:21])([F:20])[C:9]([O:11][CH2:12][C:13]([F:18])([F:19])[S:14]([O-:17])(=[O:15])=[O:16])=[O:10])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:40]1([S+:33]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1

Participants

5

Reactant 3

HCID 962WaterHCID 61343Triphenylsulfonium chlorideHCID 58352378HCID 58352378, compound

Product 1

HCID 86762285HCID 86762285, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Into a 100-mL reaction vessel were added 2.82 g (purity: 24%, 1.74 mmol) of sodium 2-[3-(methacryloyloxy)-2,2-difluoro-n-pentanoyloxy]-1,1-difluoroethanesulfonate obtained in Preparation Example 4-1, 9 mL of water and 9 mL of chloroform. Further, 2.10 g (7.05 mmol) of triphenylsulfonium chloride was dropped into the reaction vessel at room temperature. The resulting solution was stirred for 2 hours at room temperature and subjected to separation. The thus-obtained organic phase was washed four times with 10 mL of water and concentrated under a reduced pressure. With this, 3.00 g of target triphenylsulfonium 2-[3-(methacryloyloxy)-2,2-difluoro-n-pentanoyloxy]-1,1-difluoroethanesulfonate was obtained as a colorless oily substance. The purity of the target product was 53%; and the yield of the target product was 100%.

Workup

  1. customInto a 100-mL reaction vessel
  2. customsubjected to separation
  3. washThe thus-obtained organic phase was washed four times with 10 mL of water
  4. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-b95efa034a014d89b4fb61cbb2ccf486
Source dataset
uspto-grants-2014_03
Patent number
US08663897B2

Reaction notes

Loading…