Ethyl anisate → 2-(4-Chloro-2-pyridinyl)-1-(4-methoxyphenyl)ethanone

HRID 1062871Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH3:8])[CH:3]=1.[CH3:9][O:10][C:11]1[CH:21]=[CH:20][C:14]([C:15](OCC)=[O:16])=[CH:13][CH:12]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][C:15]([C:14]2[CH:20]=[CH:21][C:11]([O:10][CH3:9])=[CH:12][CH:13]=2)=[O:16])[CH:3]=1

Participants

Reactant 2

HCID 60979Ethyl anisate

HCID 5813924-Chloro-2-methylpyridine

Product 1

HCID 218740542-(4-Chloro-2-pyridinyl)-1-(4-methoxyphenyl)ethanone

Procedure

2-(4-Chloro-2-pyridinyl)-1-(4-methoxyphenyl)ethanone was synthesized from 4-chloro-2-picoline (10 g, 78.4 mmol) and ethyl 4-methoxybenzoate (14.1 g, 78.4 mmol) as described in Example 12 to give the product as a mixture of enol and keto tautomers. MS m/z 262 (M+1).

Workup

customto give the product

Sources & evidence

ORD record: ord-f4fb6f6ce5154b6b99a4b8d730731d94
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06962914B2

Reaction notes

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