2-Methanesulfonylbenzene-1-sulfonyl chloride → 5-Ethyl-3-[2-(methylsulfonyl)phenylsulfonyloxy]phenol

HRID 1977958Notes

Reaction equation

HRID 1977958 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11](Cl)(=[O:13])=[O:12])(=[O:4])=[O:3].[CH2:15]([C:17]1[CH:18]=[C:19]([OH:24])[CH:20]=[C:21]([CH:23]=1)[OH:22])[CH3:16]>>[CH2:15]([C:17]1[CH:18]=[C:19]([O:24][S:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:2]([CH3:1])(=[O:4])=[O:3])(=[O:13])=[O:12])[CH:20]=[C:21]([OH:22])[CH:23]=1)[CH3:16]

Participants

3

Reactant 2

HCID 27351782-Methanesulfonylbenzene-1-sulfonyl chlorideHCID 127958985-Ethylbenzene-1,3-diol

Product 1

HCID 178712315-Ethyl-3-[2-(methylsulfonyl)phenylsulfonyloxy]phenolYield 89%

Procedure

The title compound was prepared in 89% yield from 2-methylsulfonylbenzenesulfonyl chloride and 5-ethylresorcinol in a manner analogous to step a of Eg. 1. 1H-NMR (300 MHz, CDCl3) δ8.43 (d, J=7.8 Hz, 1H), 8.09 (d, J=7.8 Hz, 1H), 7.87 (t, J=7.8 Hz, 1H), 7.73 (t, J=7.7 Hz, 1H), 6.56 (s, 2H), 6.52 (s, 1H), 5.59 (br s, 1H), 3.45 (s, 3H), 2.49 (q, J=7.6 Hz, 2H), 1.09 (t, J=7.6 Hz, 3H).

Sources & evidence

ORD record
ord-4f20c5745b904ff6be2e39c6cffd8fe2
Source dataset
uspto-grants-2001_05
Patent number
US06235778B1

Reaction notes

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