Veratrole → (2,3-Dimethoxyphenyl)(4-pyridinyl)methanol

Reaction equation

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

Participants

Reactant 2

HCID 7043Veratrole

HCID 133894-Pyridinecarboxaldehyde

Product 1

HCID 314742(2,3-Dimethoxyphenyl)(4-pyridinyl)methanol

Procedure

In Scheme F, step d, 4-pyridinecarboxaldehyde (9) is reacted with lithiated veratrole to give 4-[1-hydroxy-1-(2,3-dimethoxyphenyl)methyl]pyridine (10).

Sources & evidence

ORD record: ord-68145ed51cdc41fe99eb54266f3de7a6
Source dataset: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06713627B2

Reaction notes

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