O-Methylhydroxylamine hydrochloride → (4-Dihydroxyboranyl-phenyl)-phenyl-methanone O-methyl-oxime

HRID 449103Notes

Reaction equation

HRID 449103 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][C:12]([B:15]([OH:17])[OH:16])=[CH:11][CH:10]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[O:19]([NH2:21])[CH3:20]>N1C=CC=CC=1.CCO>[CH3:20][O:19][N:21]=[C:1]([C:9]1[CH:14]=[CH:13][C:12]([B:15]([OH:17])[OH:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 41972354-Benzoylbenzeneboronic acid

Product 1

HCID 86636038(4-Dihydroxyboranyl-phenyl)-phenyl-methanone O-methyl-oxime

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1049PyridineSolvent

Procedure

A solution of 4-benzoyl phenyl boronic acid (226.00 mg, 1.00 mmol) and methoxyl amine hydrochloride (101.00 mg, 1.20 mmol) in pyridine (5 mL) and EtOH (5 mL) was refluxed at 125° C. for 24 h. Reaction was then concentrated in vacuo to give a crude product which was used for next step without further purification. MS (ES+): m/z 256.00 (100)[MH+]. HPLC: tR=3.17 min (Open Lynx polar—5 min).

Workup

  1. customReaction
  2. concentrationwas then concentrated in vacuo

Sources & evidence

ORD record
ord-dee1349ef35e411786cbb5927f965d68
Source dataset
uspto-grants-2013_07
Patent number
US08481733B2

Reaction notes

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