Acetonitrile → HCID 9928729, compound

HRID 496359Notes

Reaction equation

HRID 496359 reaction equation
C[O:2][C:3]1[C:21]([O:22][CH3:23])=[C:20]([O:24][CH3:25])[C:19]([O:26]C)=[C:18]([CH3:28])[C:4]=1[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:8][CH:7]=1.C(#N)C.O=[N+]([O-])[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[Ce+4].[NH4+].[NH4+]>O>[CH3:25][O:24][C:20]1[C:19](=[O:26])[C:18]([CH3:28])=[C:4]([CH2:5][C:6]2[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:8][CH:7]=2)[C:3](=[O:2])[C:21]=1[O:22][CH3:23]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 180504Ceric ammonium nitrateHCID 22325288HCID 22325288, compound

Product 1

HCID 9928729HCID 9928729, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The compound (260 mg, 0.67 mmol) obtained in Step 2, acetonitrile (5 ml), water (1.6 ml), and CAN (920 mg, 1.70 mmol) were used, and a method similar to that described in Step 3 of Example 21 was employed and then the reaction mixture was purified by a silica gel column chromatography (methylene chloride:methanol=9:1) to yield the title compound (154 mg, 0.43 mmol, yield 74%).

Workup

  1. customthe reaction mixture was purified by a silica gel column chromatography (methylene chloride:methanol=9:1)

Sources & evidence

ORD record
ord-40bc64b45dee4cd3abda1d2cd9fc7b18
Source dataset
uspto-grants-2005_09
Patent number
US06943196B1

Reaction notes

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