HCID 14820336, compound → [3-(Dimethoxymethyl)phenyl]-3-pyridinylmethanone

HRID 1646682Notes

Reaction equation

HRID 1646682 reaction equation
[CH3:1][O:2][CH:3]([O:18][CH3:19])[C:4]1[CH:5]=[C:6]([CH:10]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[OH:11])[CH:7]=[CH:8][CH:9]=1>ClCCl>[CH3:1][O:2][CH:3]([O:18][CH3:19])[C:4]1[CH:5]=[C:6]([C:10]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[O:11])[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 1

HCID 14820336HCID 14820336, compound

Product 1

HCID 14820340[3-(Dimethoxymethyl)phenyl]-3-pyridinylmethanoneYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 19 parts of α-[3-(dimethoxymethyl)phenyl]-3-pyridinemethanol, 36 parts of activated mangenese (IV) oxide and 280 parts of dichloromethane was stirred over weekend at room temperature. The reaction mixture was filtered over silica gel and the filtrate was filtered again over diatomaceous earth and silica gel. The filtrate was evaporated and the residue was distilled in vacuo. The desired fraction was collected, yielding 15.7 parts (82% of [3-(dimethoxymethyl)phenyl] (3-pyridinyl)methanone (intermediate 6).

Workup

  1. filtrationThe reaction mixture was filtered over silica gel
  2. filtrationthe filtrate was filtered again over diatomaceous earth and silica gel
  3. customThe filtrate was evaporated
  4. distillationthe residue was distilled in vacuo
  5. customThe desired fraction was collected

Sources & evidence

ORD record
ord-ff72a0c3a0e64e2f8663e36e29b2c7dc
Source dataset
uspto-grants-1993_01
Patent number
US05180832

Reaction notes

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