m-Chloroperbenzoic acid → 1-[4-(Methylsulfonyl)phenyl]-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine

HRID 2063901Notes

Reaction equation

HRID 2063901 reaction equation
[CH3:1][S:2]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:17]([CH3:29])=[C:18]([CH3:28])[C:19]4[O:23][C:22]([CH3:25])([CH3:24])[CH2:21][C:20]=4[C:26]=3[CH3:27])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)=[O:3].ClC1C=CC=C(C(OO)=[O:38])C=1>>[CH3:1][S:2]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:17]([CH3:29])=[C:18]([CH3:28])[C:19]4[O:23][C:22]([CH3:24])([CH3:25])[CH2:21][C:20]=4[C:26]=3[CH3:27])[CH2:12][CH2:11]2)=[CH:8][CH:9]=1)(=[O:38])=[O:3]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 594850291-[4-(Methylsulfinyl)phenyl]-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine

Product 1

HCID 594850541-[4-(Methylsulfonyl)phenyl]-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazineYield 31.3%

Procedure

By using 1-[4-(methylsulfinyl)phenyl]-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine (200 mg, 0.50 mmol) synthesized in Example 91 and 70% m-chloroperbenzoic acid (272 mg, 1.1 mmol), the reaction was carried out in the same manner as Example 91 to synthesis the title compound 67 mg (yield 31%). Melting point was 256 to 260° C. (hexane-THF).

Sources & evidence

ORD record
ord-e9059739baa340fbbcdf9e072e1551d2
Source dataset
uspto-grants-2012_10
Patent number
US08288390B2

Reaction notes

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