Diethyl Sulfate → HCID 22671389, compound

HRID 611724Notes

Reaction equation

HRID 611724 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:23][CH3:24])=[C:6]([C:21]=1[CH3:22])[C:7]([C:9]1[C:14]([CH3:15])=[CH:13][C:12]([O:16][CH3:17])=[C:11]([OH:18])[C:10]=1[O:19][CH3:20])=[O:8].C(=O)([O-])[O-].[K+].[K+].[CH2:31](OS(OCC)(=O)=O)[CH3:32].C(#N)C>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:23][CH3:24])=[C:6]([C:21]=1[CH3:22])[C:7]([C:9]1[C:14]([CH3:15])=[CH:13][C:12]([O:16][CH3:17])=[C:11]([O:18][CH2:31][CH3:32])[C:10]=1[O:19][CH3:20])=[O:8]

Participants

6

Reactant 4

HCID 6163Diethyl SulfateHCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 19598113HCID 19598113, compound

Product 1

HCID 22671389HCID 22671389, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 66B (1.15 g), potassium carbonate (1.0 g), diethylsulfate (0.54 g) and acetonitrile (20 ml) is heated to reflux for 3 hours. Upon cooling to room temperature water is added. The solid material is collected and the residue is re-crystallized from methanol yielding white crystals, 1.07 g (85.6% ), mp 131-132° C.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 3 hours
  3. additionis added
  4. customThe solid material is collected
  5. customthe residue is re-crystallized from methanol yielding white crystals, 1.07 g (85.6% ), mp 131-132° C.

Sources & evidence

ORD record
ord-ed4e22848b82474b9f7f71baea625d75
Source dataset
uspto-grants-1999_12
Patent number
US06001883

Reaction notes

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