Hydroxyamine hydrochloride → 2-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1-pyridin-4-yl-ethanone oxime

HRID 1617489Notes

Reaction equation

[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[CH:6]([CH2:16][C:17]([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)=O)[C:5]=2[CH:4]=[CH:3][CH:2]=1.Cl.[NH2:26][OH:27].C([O-])(O)=O.[Na+]>>[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[CH:6]([CH2:16][C:17]([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)=[N:26][OH:27])[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

Reactant 3

HCID 443297Hydroxyamine hydrochloride

HCID 516892Sodium Bicarbonate

HCID 670155052-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1-pyridin-4-yl-ethanone

Product 1

HCID 1363599762-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1-pyridin-4-yl-ethanone oxime

Procedure

In analogy to example 1, step 2, from 2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1-pyridin-4-yl-ethanone and hydroxylamine hydrochloride in the presence of NaHCO3 was prepared the title compound containing less than 5% of the Z-isomer as a white solid, MS (ESI+): m/z=([M+H]+).

Sources & evidence

ORD record: ord-24056e2485cd4bd894b78137a7d016e6
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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