m-Chloroperbenzoic acid → HCID 59645349, compound

HRID 2252858Notes

Reaction equation

HRID 2252858 reaction equation
[CH3:1][C:2]1[CH:12]=[C:11]([S:13][CH2:14][C:15]2[C:19]([CH3:20])=[N:18][N:17]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=3)[N:16]=2)[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7].C1C=C(Cl)C=C(C(OO)=[O:39])C=1>C(Cl)Cl>[CH3:1][C:2]1[CH:12]=[C:11]([S:13]([CH2:14][C:15]2[C:19]([CH3:20])=[N:18][N:17]([C:21]3[CH:22]=[CH:23][C:24]([C:27]([F:29])([F:30])[F:28])=[CH:25][CH:26]=3)[N:16]=2)=[O:39])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 11539381HCID 11539381, compound

Product 1

HCID 59645349HCID 59645349, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Compound 100 (1 eq) in CH2Cl2 was added MCPBA (1.2 eg) at room temperature, the resulting mixture was stirred for 2 hrs, evaporated and chromatography on silica gel to give desired compound as a white solid. 1H NMR (400 MHz, DMSO) δ 8.01 (2H, d, J=8.4 Hz), 7.88(2H, d, J=8.4 Hz), 7.34˜7.28 (2H, m), 6.97 (1H, d, J=9.2 Hz), 4.77(2H, s), 4.42 (1H, d, J=13.6 Hz), 4.27 (1H, d, J=13.6 Hz), 2.14 (3H, s), 2.09 (3H, s).

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-ca9630895f9747cf99dc07e2a88b42c6
Source dataset
uspto-grants-2008_01
Patent number
US07323480B2

Reaction notes

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