Propane sultone → HCID 71692790, compound

HRID 1425462Notes

Reaction equation

HRID 1425462 reaction equation
[CH3:1][C:2]1[C:10]([CH3:12])([CH3:11])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([S:13]([O-:16])(=[O:15])=[O:14])[CH:8]=2)[N:3]=1.[Na+:17].[CH2:18]1[CH2:24][S:21](=[O:23])(=[O:22])[O:20][CH2:19]1>>[CH3:1][C:2]1[C:10]([CH3:11])([CH3:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([S:13]([O-:16])(=[O:15])=[O:14])[CH:8]=2)[N+:3]=1[CH2:19][CH2:18][CH2:24][S:21]([O-:23])(=[O:22])=[O:20].[Na+:17]

Participants

3

Reactant 2

HCID 14264Propane sultoneHCID 23666128sodium 2,3,3-trimethyl-3H-indole-5-sulfonate

Product 1

HCID 71692790HCID 71692790, compoundYield 97.3%

Conditions

Temperature
110 °C

Procedure

A mixture of 14 g of sodium 2,3,3-trimethyl-3H-indole-5-sulfonate and 14 g 1,3-propanesultone in 100 mL dicholorobenzene was heated at 110° C. for 2 h. After it cooled down, the solvent is decanted. The resulting solid was then dissolved in 100 mL of acetonitrile, and 300 mL of ethyl acetate was added. The resulting sticky solid was again stirred in 300 mL of ethyl acetate to yield 20 g of the product.

Workup

  1. temperatureAfter it cooled down
  2. customthe solvent is decanted
  3. dissolutionThe resulting solid was then dissolved in 100 mL of acetonitrile
  4. addition300 mL of ethyl acetate was added

Sources & evidence

ORD record
ord-fe0ae82e17614310b23e50d175dafa6e
Source dataset
uspto-grants-2015_01
Patent number
US08927719B2

Reaction notes

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