Dichloromethane → HCID 380419, compound

HRID 1645407Notes

Reaction equation

HRID 1645407 reaction equation
C1C=CC(S(N(S(C2C=CC=CC=2)(=O)=O)[F:11])(=O)=O)=CC=1.[H-].[Na+].[CH2:23]1[S:31](=[O:33])(=[O:32])[O:30][CH2:29][CH2:28][O:27][S:24]1(=[O:26])=[O:25].C(Cl)Cl>O1CCCC1.C(#N)C>[F:11][CH:23]1[S:24](=[O:25])(=[O:26])[O:27][CH2:28][CH2:29][O:30][S:31]1(=[O:33])=[O:32]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 24758Sodium hydrideHCID 57513CyclodisoneHCID 588007N-Fluorobenzenesulfonimide2×

Product 1

HCID 380419HCID 380419, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent

Procedure

The fluorinating agent used was N-fluorobenzenesulfonimide obtained from PCR Chemicals (Gainesville Fla.). To a suspension of 0.34 g of NaH in 50 mL of tetrahydrofuran was added 2.45 g of ethylene methanedisulfonate followed by 3.8 g of N-fluorobenzenesulfonimide in 25 mL of acetonitrile. After about 15 min, 25 mL of CH2Cl2 was added, the solution was filtered, and the product was isolated by crystallization from CH2Cl2-cyclohexane to give 0.49 g of ethylene fluoromethanedisulfonate, m.p. 84-86° C. (93-2).

Workup

  1. customobtained from PCR Chemicals (Gainesville Fla.)
  2. filtrationthe solution was filtered
  3. customthe product was isolated by crystallization from CH2Cl2-cyclohexane

Sources & evidence

ORD record
ord-663e47e8dd484e81975b9818f0c8529a
Source dataset
uspto-grants-2012_02
Patent number
US08124793B2

Reaction notes

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