4-Bromoanisole → 3-(4-Methoxyphenyl)-5-(4-(4-methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol

HRID 1272315Notes

Reaction equation

HRID 1272315 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:23][CH2:22][N:21]([C:24]3[C:25]([CH3:38])=[C:26]([CH3:37])[C:27]4[O:31][C:30]([CH3:33])([CH3:32])[C:29](=[O:34])[C:28]=4[C:35]=3[CH3:36])[CH2:20][CH2:19]2)=[CH:14][CH:13]=1>CCCCCC>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]([C:29]2([OH:34])[C:28]3[C:35]([CH3:36])=[C:24]([N:21]4[CH2:22][CH2:23][N:18]([C:15]5[CH:16]=[CH:17][C:12]([O:11][CH3:10])=[CH:13][CH:14]=5)[CH2:19][CH2:20]4)[C:25]([CH3:38])=[C:26]([CH3:37])[C:27]=3[O:31][C:30]2([CH3:32])[CH3:33])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 77304-BromoanisoleHCID 229355955-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,4,6,7-pentamethyl-1-benzofuran-3(2H)-one

Product 1

HCID 588473523-(4-Methoxyphenyl)-5-(4-(4-methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-olYield 95%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Using 4-bromoanisole and 4-(4-methoxyphenyl)-1-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-on-5-yl)piperazine obtained in Reference Example 13, the title compound was synthesized in the same manner as in Example 33. Yield 95%. mp. 157–159° C. (hexane).

Workup

  1. customobtained in Reference Example 13

Sources & evidence

ORD record
ord-2ffe706887e4493d8b57a794d4918883
Source dataset
uspto-grants-2007_04
Patent number
US07208495B2

Reaction notes

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