1-Octanol → HCID 19745022, compound

HRID 2254396Notes

Reaction equation

HRID 2254396 reaction equation
[OH:1][N:2]1[CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][C:5](=NO)[CH2:4][CH:3]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[CH2:22]([OH:30])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].CS(O)(=O)=O>>[OH:1][N:2]1[CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][C:5]([O:30][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])([O:30][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:4][CH:3]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 9571-OctanolHCID 6395Methanesulfonic AcidHCID 19745021HCID 19745021, compound

Product 1

HCID 19745022HCID 19745022, compoundYield 32.5%

Procedure

The general procedure of Example 12 is repeated using 10.0 g (0.035 mole) 1-hydroxy-2,6-diphenyl-4-piperidone oxime, 25.0 g (0.19 moles) 1-octanol and 7.0 g (0.073 moles) methanesulfonic acid. 5.8 g (32% yield) of the title compound is isolated as a clear oil after purification by LC (silica gel, ethyl acetate:hexane).

Sources & evidence

ORD record
ord-1afda0375e7b43de9063f31cbb6e9616
Source dataset
uspto-grants-1993_08
Patent number
US05235056

Reaction notes

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