2'-Hydroxy-5'-methyl-3'-nitroacetophenone → (E)3-[4-(benzyloxy)-3-methylphenyl]-1-(2-hydroxy-5-methyl-3-nitrophenyl)-2-propen-1-one

HRID 1841368Notes

Reaction equation

HRID 1841368 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.[CH3:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][C:23]=1[O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH:19]=O>>[CH2:25]([O:24][C:23]1[CH:22]=[CH:21][C:18](/[CH:19]=[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:17][C:16]=1[CH3:15])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 7361622'-Hydroxy-5'-methyl-3'-nitroacetophenoneHCID 202986464-(Benzyloxy)-3-methylbenzaldehyde

Product 1

HCID 23444716(E)3-[4-(benzyloxy)-3-methylphenyl]-1-(2-hydroxy-5-methyl-3-nitrophenyl)-2-propen-1-oneYield 66.2%

Procedure

2-Hydroxy-5-methyl-3-nitroacetophenone (345 mg, 1.76 mmol) and 3-methyl-4-benzyloxybenzaldehyde (400 mg, 1.76 mmol) were reacted according to the same procedure as Preparation 22 to give 470 mg (Yield 66%) of the title compound.

Workup

  1. customaccording to the same procedure as Preparation 22

Sources & evidence

ORD record
ord-d2ba460c72f7400984b646cdbcde8b49
Source dataset
uspto-grants-2004_01
Patent number
US06683095B2

Reaction notes

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