Hydroxyamine hydrochloride → HCID 136167033, compound

HRID 1617616Notes

Reaction equation

HRID 1617616 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:27])[CH2:9][C:10]([C:12]2[CH:17]=[C:16]([CH3:18])[C:15]([OH:19])=[C:14]([CH3:20])[CH:13]=2)=O)=[CH:4][CH:3]=1.Cl.[NH2:29][OH:30].C([O-])(O)=O.[Na+]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:27])[CH2:9]/[C:10](/[C:12]2[CH:17]=[C:16]([CH3:18])[C:15]([OH:19])=[C:14]([CH3:20])[CH:13]=2)=[N:29]\[OH:30])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 67015666HCID 67015666, compound

Product 1

HCID 136167033HCID 136167033, compound

Procedure

In analogy to example 151, step 3, 3-(4-bromo-phenyl)-1-(4-hydroxy-3,5-dimethyl-phenyl)-3-o-tolyl-propan-1-one was reacted with hydroxylamine hydrochloride in the presence of NaHCO3 to give the title compound containing less than 10% of the corresponding Z isomer as an off-white solid, MS (ESI+): m/z=436.2 [M−H]−.

Sources & evidence

ORD record
ord-cabbc47a33c3424b9513b17bb2918952
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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