Sodium hydride → HCID 21912359, compound

HRID 1831689Notes

Reaction equation

[CH3:1][C:2]1[C:3]([O:13][C:14]2[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=2[CH3:22])=[N:4][C:5]([CH3:12])=[CH:6][C:7]=1[CH:8]([OH:11])[CH2:9][CH3:10].[H-].[Na+]>>[CH2:1]([O:11][CH:8]([C:7]1[CH:6]=[C:5]([CH3:12])[N:4]=[C:3]([O:13][C:14]2[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=2[CH3:22])[C:2]=1[CH3:1])[CH2:9][CH3:10])[CH2:2][CH2:7][CH3:6]

Participants

Reactant 2

HCID 24758Sodium hydride

HCID 21912322HCID 21912322, compound

Product 1

HCID 21912359HCID 21912359, compound

Procedure

The title compound was prepared by reacting of 1-[3,6-Dimethyl-2-(2,4,6-trimethyl-phenoxy)-pyridin-4-yl]-propan-1-ol with sodium hydride, followed by quenching with butyl iodide. 1H NMR(CDCl3) d 6.86(s,2H), 6.76(s,1H), 4.37(m,1H), 3.35(m,1H), 3.25(m,1H), 2.28(s,3H), 2.26(s,3H), 2.20(s,3H), 2.03(s,6H), 1.6–1.8(m,2H), 1.5–1.65(m,2H), 1.3–1.5(m,2H), 0.96(t,3H), 0.89(t,3H) ppm.

Workup

customby quenching with butyl iodide

Sources & evidence

ORD record: ord-c4ae6e575b164723a42a80ddf73d7157
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07067664B1

Reaction notes

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