5-(4-(3,4-Dimethoxyphenyl)piperidino)-3-(4-methylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol → 4-(3,4-Dimethoxyphenyl)-1-(3-(4-methylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperidine

HRID 1272324Notes

Reaction equation

HRID 1272324 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]3[C:18]([CH3:38])=[C:19]([CH3:37])[C:20]4[O:24][C:23]([CH3:26])([CH3:25])[C:22]([C:28]5[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=5)(O)[C:21]=4[C:35]=3[CH3:36])[CH2:13][CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]>CCCCCC.CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[CH2:12][CH2:13][N:14]([C:17]3[C:18]([CH3:38])=[C:19]([CH3:37])[C:20]4[O:24][C:23]([CH3:26])([CH3:25])[CH:22]([C:28]5[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=5)[C:21]=4[C:35]=3[CH3:36])[CH2:15][CH2:16]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

3

Reactant 1

HCID 588473305-(4-(3,4-Dimethoxyphenyl)piperidino)-3-(4-methylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol

Product 1

HCID 184560594-(3,4-Dimethoxyphenyl)-1-(3-(4-methylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperidineYield 51%

Reagents, catalysts & solvents 1

HCID 21896459Hexane methanolSolvent

Procedure

Using 5-(4-(3,4-dimethoxyphenyl)piperidino)-3-(4-methylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol obtained in Example 78, the title compound was synthesized in the same manner as in Example 46. Yield 51%. mp. 103–105° C. (hexane-methanol).

Sources & evidence

ORD record
ord-90fd4062a1334509974ff216d360d1a8
Source dataset
uspto-grants-2007_04
Patent number
US07208495B2

Reaction notes

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