HCID 13957896, compound → HCID 13957897, compound

HRID 1761350Notes

Reaction equation

HRID 1761350 reaction equation
[F:1][CH:2]([F:22])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([CH2:18][CH3:19])[C:4]=1[CH2:20][OH:21].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[F:22][CH:2]([F:1])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:10])[F:11])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([CH2:18][CH3:19])[C:4]=1[CH:20]=[O:21]

Participants

4

Reactant 2

HCID 13957896HCID 13957896, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 13957897HCID 13957897, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4.74 g (0.0145 mole) of the product of Example 96, 8.6 g (0.0336 mole) of pyridinium chlorochromate, and 70 ml of CH2Cl2 is held at room temperature for 18 hours. The CH2Cl2 solution is decanted and is chromatographed on silica gel using CH2Cl2 as eluent. The first 2 L eluate gives 3.93 g (83.4%) of the desired product as white solid, m.p. 63.5°-65° C.

Workup

  1. customThe CH2Cl2 solution is decanted
  2. customis chromatographed on silica gel

Sources & evidence

ORD record
ord-5dd85606a4ea4791bc93d561855d5afd
Source dataset
uspto-grants-1989_05
Patent number
US04826530

Reaction notes

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