2'-Hydroxy-5'-methyl-3'-nitroacetophenone → (e)-3-[4-(Benzyloxy)-3-chlorophenyl]-1-(2-hydroxy-5-methyl-3-nitrophenyl)-2-propen-1-one

HRID 1841365Notes

Reaction equation

HRID 1841365 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:10])=[O:9])[C:5]([OH:11])=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1.[CH2:15]([O:22][C:23]1[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][C:24]=1[Cl:31])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:15]([O:22][C:23]1[CH:30]=[CH:29][C:26](/[CH:27]=[CH:10]/[C:8]([C:6]2[CH:7]=[C:2]([CH3:1])[CH:3]=[C:4]([N+:12]([O-:14])=[O:13])[C:5]=2[OH:11])=[O:9])=[CH:25][C:24]=1[Cl:31])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 7361622'-Hydroxy-5'-methyl-3'-nitroacetophenoneHCID 27354954-(Benzyloxy)-3-chlorobenzaldehyde

Product 1

HCID 23444715(e)-3-[4-(Benzyloxy)-3-chlorophenyl]-1-(2-hydroxy-5-methyl-3-nitrophenyl)-2-propen-1-oneYield 59.6%

Procedure

2-Hydroxy-5-methyl-3-nitroacetophenone (750 mg, 3.84 mmol) and 4-benzyloxy-3-chlorobenzaldehyde (1 g, 3.84 mmol) were reacted according to the same procedure as Preparation 15 to give 970 mg (Yield 59%) of the title compound.

Workup

  1. customaccording to the same procedure as Preparation 15

Sources & evidence

ORD record
ord-7c6b49b82c234c259ae9ece2bbfc5bc9
Source dataset
uspto-grants-2004_01
Patent number
US06683095B2

Reaction notes

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