Dichloromethane → HCID 9842328, compound

HRID 1872863Notes

Reaction equation

HRID 1872863 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH2:12]([C:16]1[O:17][C:18]2[CH:39]=[CH:38][CH:37]=[CH:36][C:19]=2[C:20]=1[CH:21]([OH:35])[C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][CH:29]=2)=[CH:24][CH:23]=1)[CH2:13][CH2:14][CH3:15].ClCCl>C(OCC)C>[CH2:12]([C:16]1[O:17][C:18]2[CH:39]=[CH:38][CH:37]=[CH:36][C:19]=2[C:20]=1[C:21]([C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:29]=[CH:30][C:31]([OH:34])=[CH:32][CH:33]=2)=[CH:24][CH:23]=1)=[O:35])[CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 9842446HCID 9842446, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 9842328HCID 9842328, compoundYield 55.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Pyridinium chlorochromate (1.74 g, 8.06 mmol), was added into a mixture of 4'-[(2-butyl-benzofuran-3-yl)-hydroxy-methyl]-biphenyl-4-ol (2.0 g, 5.37 mmol), and dichloromethane (20 mL). The reaction mixture was stirred for 1 hour, diluted with ethyl ether and filtered through a florisil pad. The organic extracts were dried over MgSO4. Evaporation and purification by flash chromatography on silica gel (hexanes/EtOAc 3:1) gave a yellow solid(1.1 g): MS m/e 370 (M+);

Workup

  1. filtrationfiltered through a florisil pad
  2. dry with materialThe organic extracts were dried over MgSO4
  3. customEvaporation and purification by flash chromatography on silica gel (hexanes/EtOAc 3:1)

Sources & evidence

ORD record
ord-0a2e1de39e854828984e5bb6a4bb1cd7
Source dataset
uspto-grants-2000_08
Patent number
US06110963

Reaction notes

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