m-Chloroperbenzoic acid → 2-(2,3-dihydro-2-methylbenzofuran-7-yl)-N-methoxy-N-methyldiazenecarboxamide

HRID 482961Notes

Reaction equation

C1C=C(Cl)C=C(C(OO)=O)C=1.[CH3:12][CH:13]1[CH2:17][C:16]2[CH:18]=[CH:19][CH:20]=[C:21]([NH:22][NH:23][C:24]([N:26]([O:28][CH3:29])[CH3:27])=[O:25])[C:15]=2[O:14]1>C(Cl)Cl>[CH3:12][CH:13]1[CH2:17][C:16]2[CH:18]=[CH:19][CH:20]=[C:21]([N:22]=[N:23][C:24]([N:26]([O:28][CH3:29])[CH3:27])=[O:25])[C:15]=2[O:14]1

Participants

Conditions

Temperature: 0 °C

Procedure

A solution of 4.4 g of MCPBA in 150 ml of methylene chloride was added drop-by-drop (over 15 minutes) to a stirred mixture of 5.4 g of 1E and 150 ml of methylene chloride, at 0° C. The mixture then was stirred at 0° C. for 15 minutes, washed with 10% aqueous sodium carbonate solution, then cold water, dried (MgSO4) and the solvent was evaporated, to give 1, as an orange oil.

Workup

washwashed with 10% aqueous sodium carbonate solution
dry with materialcold water, dried (MgSO4)
customthe solvent was evaporated
customto give 1

Sources & evidence

ORD record: ord-432cacf7615e412eacac71397cd4188b
Source dataset: uspto-grants-1986_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04577011

Reaction notes

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