2-Methyl-2-butene → HCID 118676292, compound

HRID 523043Notes

Reaction equation

HRID 523043 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([N:10]2[C:14]3[C:15](=[O:22])[O:16][C:17]([CH:20]=[O:21])([CH3:19])[CH2:18][C:13]=3[N:12]=[CH:11]2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].CC(=CC)C.[O-:28]Cl=O.[Na+].[NH4+].[Cl-]>C(O)(C)(C)C.O>[Cl:1][C:2]1[CH:9]=[C:8]([N:10]2[C:14]3[C:15](=[O:22])[O:16][C:17]([CH3:19])([C:20]([OH:28])=[O:21])[CH2:18][C:13]=3[N:12]=[CH:11]2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

6

Reactant 4

HCID 105532-Methyl-2-buteneHCID 25517Ammonium ChlorideHCID 23668197Sodium ChloriteHCID 118676271HCID 118676271, compound

Product 1

HCID 118676292HCID 118676292, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 714019492-Methylpropan-2-ol--water (1/1)Solvent

Procedure

To 50 mg (0.16 mmol) of 43 in each of t-BuOH H2O is added 0.84 mL (7.9 mmol) of 2-methyl-but-2-ene, 71 mg (0.79 mmol) of NaClO2 and 76 mg (0.63 mmol) of NaH2PO4. The mixture stirred for 1 h, and then 20 mL of saturated NH4Cl is added. The mixture is extracted three times with 20 mL of EtOAc, and the extract is dried with MgSO4, filtered, and concentrated to provide 46 mg (0.14 mmol) of 44.

Workup

  1. extractionThe mixture is extracted three times with 20 mL of EtOAc
  2. dry with materialthe extract is dried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-24f443d1581141908b17beb4f8dc03fc
Source dataset
uspto-grants-2016_05
Patent number
US09334285B2

Reaction notes

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