HCID 53688800, compound → HCID 22002652, compound

HRID 325190Notes

Reaction equation

HRID 325190 reaction equation
C1C=C[NH+]=CC=1.[O-:7][Cr](Cl)(=O)=O.[CH3:12][C:13]1([CH3:35])[C:17]([C:19]2[CH:24]=[CH:23][C:22]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:21][CH:20]=2)(O)[C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:15][CH2:14]1>C(Cl)Cl>[CH3:12][C:13]1([CH3:35])[CH2:14][C:15](=[O:7])[C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[C:17]1[C:19]1[CH:24]=[CH:23][C:22]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 53688800HCID 53688800, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 22002652HCID 22002652, compoundYield 16.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a suspension of PCC (4 g) and 10 g of 4 Å molecular seives in 100 mL of CH2Cl2 was added a solution of the product of Step 5 (1.2 g) in 10 mL CH2Cl2. The reaction mixture was stirred for 12 hand then diluted with 200 mL of 1:1 hexanes/EtOAc, and filtered through a pad of silica gel. The filtrate was concentrated and the residue was purified by chromatography eluting with 3:2 hexanes/EtOAc to give 200 mg of the title compound as a white solid.

Workup

  1. filtrationfiltered through a pad of silica gel
  2. concentrationThe filtrate was concentrated
  3. customthe residue was purified by chromatography
  4. washeluting with 3:2 hexanes/EtOAc

Sources & evidence

ORD record
ord-6bf520471802451aaf751d62004b5d0c
Source dataset
uspto-grants-2001_04
Patent number
US06222048B1

Reaction notes

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