Hydroxyamine hydrochloride → 2-(9H-Fluoren-9-yl)-1-pyridin-4-yl-ethanone oxime

HRID 1617492Notes

Reaction equation

[CH:1]1[C:13]2[CH:12]([CH2:14][C:15]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=O)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.Cl.[NH2:24][OH:25].C([O-])(O)=O.[Na+]>>[CH:1]1[C:13]2[CH:12]([CH2:14][C:15]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=[N:24][OH:25])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

Reactant 3

HCID 443297Hydroxyamine hydrochloride

HCID 516892Sodium Bicarbonate

HCID 666665732-(9H-Fluoren-9-yl)-1-pyridin-4-yl-ethanone

Product 1

HCID 1363599772-(9H-Fluoren-9-yl)-1-pyridin-4-yl-ethanone oxime

Procedure

In analogy to example 1, step 2, from 2-(9H-fluoren-9-yl)-1-pyridin-4-yl-ethanone and hydroxylamine hydrochloride in the presence of NaHCO3 was prepared the title compound as a mixture of E and Z isomers (1:1) as a white foam, MS (ESI+): m/z=301.3 ([M+H]+).

Sources & evidence

ORD record: ord-829cea064f5447e689c3476502a9b03c
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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