Water → HCID 53636461, compound

HRID 648768Notes

Reaction equation

[C:1]([O:6][CH2:7][CH2:8][O:9][C:10]([C:12]1[CH:13]=[C:14]([S:18](Cl)(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=1)=[O:11])(=[O:5])[C:2]([CH3:4])=[CH2:3].[OH:22][N:23]=[C:24]([C:31]#[N:32])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(N(CC)CC)C.O>C(Cl)Cl>[C:1]([O:6][CH2:7][CH2:8][O:9][C:10]([C:12]1[CH:13]=[C:14]([S:18]([O:22][N:23]=[C:24]([C:31]#[N:32])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=1)=[O:11])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

Conditions

Temperature: 0 °C

Procedure

With cooling to 0° C. and with stirring, a solution of 16.6 g (0.05 mole) of 3-[2-(methacryloxy)ethoxycarbonyl]benzenesulfonyl chloride (1b) in 50 ml of CH2Cl2 is added dropwise to a solution of 7.3 g (0.05 mole) of α-hydroxyiminobenzyl cyanide (1c) and 5.05 (0.05 mole) of triethylamine in 100 ml of methylene chloride. The reaction mixture is subsequently stirred for 18 hours at room temperature. Water is then added to the reaction mixture, and the organic phase is separated, washed with water and dried over MgSO4. The solution is concentrated by evaporation, and the oily residue is dried under high vacuum, affording 14.5 g of the title compound as a viscous colourless mass.

Workup

stirringThe reaction mixture is subsequently stirred for 18 hours at room temperature
customthe organic phase is separated
washwashed with water
dry with materialdried over MgSO4
concentrationThe solution is concentrated by evaporation
customthe oily residue is dried under high vacuum

Sources & evidence

ORD record: ord-90087865180d4207abeedf2dc70b9a44
Source dataset: uspto-grants-1988_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04736055

Reaction notes

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