Triethylamine → 1,4-Bis(3-nitrophenyl)butane-1,4-diyl dimethanesulfonate

HRID 1470959Notes

Reaction equation

HRID 1470959 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[N+:6]([C:9]1[CH:10]=[C:11]([CH:15]([OH:29])[CH2:16][CH2:17][CH:18]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=2)[OH:19])[CH:12]=[CH:13][CH:14]=1)([O-:8])=[O:7].C(N(CC)CC)C>C1COCC1>[CH3:1][S:2]([O:19][CH:18]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=1)[CH2:17][CH2:16][CH:15]([O:29][S:2]([CH3:1])(=[O:4])=[O:3])[C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([N+:6]([O-:8])=[O:7])[CH:10]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 87319894HCID 87319894, compound

Product 1

HCID 873202011,4-Bis(3-nitrophenyl)butane-1,4-diyl dimethanesulfonate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methanesulfonyl chloride (0.3 mL, 3.87 mmol) was added dropwise to a cold (0° C.) solution of Example 55B (0.5089 g, 1.531 mmol) and triethylamine (0.65 mL, 4.66 mmol) in THF (10 mL). The reaction was removed from the ice bath and stirred at ambient temperature for 30 minutes. Solvent was removed under vacuum to provide the title compound as a solid that was used without purification.

Workup

  1. customThe reaction was removed from the ice bath
  2. customSolvent was removed under vacuum

Sources & evidence

ORD record
ord-b00b35e74d22429ab743e1e3da83afcf
Source dataset
uspto-grants-2015_04
Patent number
US09006387B2

Reaction notes

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