HCID 14986458, compound → HCID 14986459, compound

HRID 488121Notes

Reaction equation

HRID 488121 reaction equation
[OH:1][CH2:2][C:3]1[C:12]2[C:7](=[C:8]([CH3:13])[CH:9]=[CH:10][CH:11]=2)[C:6]([O:14][CH2:15][O:16][CH3:17])=[C:5]([O:18][CH3:19])[CH:4]=1>[O-2].[O-2].[Mn+4].ClCCl>[CH3:19][O:18][C:5]1[CH:4]=[C:3]([CH:2]=[O:1])[C:12]2[C:7]([C:6]=1[O:14][CH2:15][O:16][CH3:17])=[C:8]([CH3:13])[CH:9]=[CH:10][CH:11]=2

Participants

4

Reactant 1

HCID 14986458HCID 14986458, compound

Product 1

HCID 14986459HCID 14986459, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

37 g of manganese dioxide was added to a dichloromethane (150 ml) solution of 1-hydroxymethyl-3-methoxy-4-methoxymethoxy-5-methylnaphthalene and agitated at room temperature overnight. The reaction suspension was filtered through Celite and the resultant filtrate was concentrated under reduced pressure, followed by purification by silica gel column chromatography (5% ethyl acetate/hexane) to obtain 3.8 g of the captioned compound as light yellowish brown crystals.

Workup

  1. filtrationThe reaction suspension was filtered through Celite
  2. concentrationthe resultant filtrate was concentrated under reduced pressure
  3. customfollowed by purification by silica gel column chromatography (5% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-af3ae34ac9aa4e4d9d5ceff17cc49ef8
Source dataset
uspto-grants-1994_03
Patent number
US05298649

Reaction notes

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