HCID 19353361, compound → HCID 86755176, compound

HRID 378250Notes

Reaction equation

HRID 378250 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:11]([CH2:25][CH2:26][OH:27])=[C:12]([CH2:23][OH:24])[CH:13]=[C:14]4[C:22]=3[C:18]3[O:19][CH2:20][O:21][C:17]=3[CH:16]=[CH:15]4)=[CH:9][C:4]=2[O:3][CH2:2]1>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:11]45[CH2:25][CH2:26][O:27][C:23](=[O:24])[CH:12]4[CH:13]=[CH:14][CH:15]=[C:16]5[C:17]4[O:21][CH2:20][O:19][C:18]=4[CH:22]=3)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

4

Reactant 1

HCID 19353361HCID 19353361, compound

Product 1

HCID 86755176HCID 86755176, compoundYield 44.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a chloroform (3 ml) solution of 9-(1,3-benzodioxol-5-yl)-8-(2-hydroxyethyl)-7-hydroxymethylnaphtho[1,2-d]-1,3-dioxole (36 mg) was added manganese dioxide (360 mg) and stirred for 4 hours, at room temperature. The manganese dioxide was filtered off and the filtrate was concentrated under reduced pressure. The obtained residue was crystallized from ethyl acetate to give the entitled compound (16 mg).

Workup

  1. filtrationThe manganese dioxide was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe obtained residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-49a1f38ccddb4f7f89ce1b56ad6ac63f
Source dataset
uspto-grants-2000_02
Patent number
US06030967

Reaction notes

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