HCID 86686943, compound → HCID 66780421, compound

HRID 1753266Notes

Reaction equation

HRID 1753266 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[OH:12][CH:13]1[CH2:18][CH2:17][CH:16]([O:19][C:20](=[O:29])[CH:21]=[CH:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:15][CH2:14]1>ClCCl>[O:12]=[C:13]1[CH2:18][CH2:17][CH:16]([O:19][C:20](=[O:29])[CH:21]=[CH:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 86686943HCID 86686943, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 66780421HCID 66780421, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Pyridinium chlorochromate (PCC) (19.7 g, 91.5 mmol) was added to a solution of product from step 1 (15.0 g, 61 mmol) in dichloromethane (150 mL). The mixture was stirred for 12 h. The reaction mixture was then added to silica gel (30.0 g) and the solvent was evaporated. The product was purified using column chromatography (by silica gel using hexane/EtOAc gradient as eluent). The product was a white crystalline powder. Yield: 60%.

Workup

  1. additionThe reaction mixture was then added to silica gel (30.0 g)
  2. customthe solvent was evaporated
  3. customThe product was purified

Sources & evidence

ORD record
ord-2cc220f4687d40f6ab4f5da0527d664c
Source dataset
uspto-grants-2015_10
Patent number
US09163114B2

Reaction notes

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