6-Hydroxymethyl-4-phenyl-quinoline-3-carbonitrile → 6-Formyl-4-phenyl-quinoline-3-carbonitrile

HRID 1297707Notes

Reaction equation

HRID 1297707 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][C:7]([C:13]#[N:14])=[C:6]2[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>[O-2].[Mn+2]>[CH:2]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][C:7]([C:13]#[N:14])=[C:6]2[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:1]

Participants

3

Reactant 1

HCID 585857996-Hydroxymethyl-4-phenyl-quinoline-3-carbonitrile

Product 1

HCID 585857646-Formyl-4-phenyl-quinoline-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 160959Manganese oxideCatalyst

Procedure

Similar procedure as described in example 61i was used, starting from 6-hydroxymethyl-4-phenyl-quinoline-3-carbonitrile (example 62b), and activated manganese oxide to give 6-formyl-4-phenyl-quinoline-3-carbonitrile. LC-MS m/e 259 (MH+).

Sources & evidence

ORD record
ord-072596ade49346a1957933273ff30f3e
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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