Piperonyl alcohol → 2-[4-(Benzo[1,3]dioxol-5-ylmethoxy)phenyl]-5-octyloxypyrimidine

Reaction equation

[CH2:1]([O:9][C:10]1[CH:11]=[N:12][C:13]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)=[N:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[O:23]1[C:27]2[CH:28]=[CH:29][C:30]([CH2:32]O)=[CH:31][C:26]=2[O:25][CH2:24]1>>[O:23]1[C:27]2[CH:28]=[CH:29][C:30]([CH2:32][O:22][C:19]3[CH:18]=[CH:17][C:16]([C:13]4[N:12]=[CH:11][C:10]([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[CH:15][N:14]=4)=[CH:21][CH:20]=3)=[CH:31][C:26]=2[O:25][CH2:24]1

Participants

Reactant 2

HCID 10322Piperonyl alcohol

HCID 135708811Phenol, 4-[5-(octyloxy)-2-pyrimidinyl]-

Product 1

HCID 190502962-[4-(Benzo[1,3]dioxol-5-ylmethoxy)phenyl]-5-octyloxypyrimidine

Procedure

By Mitsunobu etherification of 4-(5-octyloxypyrimidin-2-yl)phenol using benzo[1,3]dioxol-5-ylmethanol analogously to Example 208.

Sources & evidence

ORD record: ord-1472fcd793c9445f8a178639cb973761
Source dataset: uspto-grants-1997_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05626791

Reaction notes

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