Ethanol → 6-Bromo-2-(2-methoxybenzoyl)-pyridine

HRID 648723Notes

Reaction equation

HRID 648723 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])[OH:9])[CH:5]=[CH:4][CH:3]=1.C(O)C.O>C(O)(=O)C>[Br:1][C:2]1[N:7]=[C:6]([C:8](=[O:9])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 962WaterHCID 201457296-Bromo-alpha-(2-methoxyphenyl)-2-pyridinemethanol

Product 1

HCID 201457166-Bromo-2-(2-methoxybenzoyl)-pyridineYield 66.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

By the same procedure of Ex. 22, and reacting 3.3 g 6-bromo-α-(2-methoxyphenyl)-2-pyridinemethanol (obtained as in Ex. 19) in 20 ml glacial acetic acid with CrO3 (1 g in 5 ml water), there is obtained 2.17 g title product, m.p. 97°-8° C. (ethanol:water); UV (ethanol): λmax. 278 nm, ε: 12,480; Br 27.67 (27.36).

Sources & evidence

ORD record
ord-c202bd4e9b43463a8906d1e99955bab8
Source dataset
uspto-grants-1988_04
Patent number
US04736037

Reaction notes

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