Isopropanol → HCID 136385607, compound

HRID 1617447Notes

Reaction equation

HRID 1617447 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([C:19]2C=CC=C[CH:20]=2)[CH2:9]/[C:10](/[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:11]\[OH:12])[CH:5]=[CH:6][CH:7]=1.C(O)(C)C>CCCCCCC>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([CH2:19][CH3:20])[CH2:9][C:10]([C:13]2[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=2)=[N:11][OH:12])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 136167038HCID 136167038, compound

Product 1

HCID 136385607HCID 136385607, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

As a byproduct from the crude reaction mixture of example 12, step 2, HPLC separation (Chiralpak AD column, 10% isopropanol in n-heptane) provided 3-(3-bromo-phenyl)-1-pyridin-4-yl-pentan-1-one oxime as a mixture of E and Z isomers (4:1) as a colorless oil, MS (ESI+): m/z=333.0 ([M+H]+, 1Br).

Sources & evidence

ORD record
ord-82acb4f023a043b8b69d286169e3eda5
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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