1-Bromo-4-fluorobenzene → 3-(4-Fluorophenyl)-5-(4-(4-methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol

HRID 1272313Notes

Reaction equation

HRID 1272313 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][CH:3]=1.[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][N:20]([C:23]3[C:24]([CH3:37])=[C:25]([CH3:36])[C:26]4[O:30][C:29]([CH3:32])([CH3:31])[C:28](=[O:33])[C:27]=4[C:34]=3[CH3:35])[CH2:19][CH2:18]2)=[CH:13][CH:12]=1>CCCCCC>[F:8][C:5]1[CH:6]=[CH:7][C:2]([C:28]2([OH:33])[C:27]3[C:34]([CH3:35])=[C:23]([N:20]4[CH2:21][CH2:22][N:17]([C:14]5[CH:15]=[CH:16][C:11]([O:10][CH3:9])=[CH:12][CH:13]=5)[CH2:18][CH2:19]4)[C:24]([CH3:37])=[C:25]([CH3:36])[C:26]=3[O:30][C:29]2([CH3:31])[CH3:32])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 99931-Bromo-4-fluorobenzeneHCID 229355955-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,4,6,7-pentamethyl-1-benzofuran-3(2H)-one

Product 1

HCID 588473323-(4-Fluorophenyl)-5-(4-(4-methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-olYield 84%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Using 1-bromo-4-fluorobenzene 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 84%. mp. 142–144° C. (hexane).

Workup

  1. customobtained in Reference Example 13

Sources & evidence

ORD record
ord-2bdac6208a6045409ad18c976549b235
Source dataset
uspto-grants-2007_04
Patent number
US07208495B2

Reaction notes

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