Calcium Hydroxide → 2-Chloro-5-methylsulphinyl-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

HRID 1532318

Reaction equation

HRID 1532318 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:19]([S:22][CH3:23])=[CH:18][C:3]=1[C:4]([NH:6][CH2:7][C:8]12[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2)=[O:5].ClC1C(C(OO)=[O:32])=CC=CC=1.[OH-].[Ca+2].[OH-]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:21]=[CH:20][C:19]([S:22]([CH3:23])=[O:32])=[CH:18][C:3]=1[C:4]([NH:6][CH2:7][C:8]12[CH2:17][CH:12]3[CH2:11][CH:10]([CH2:16][CH:14]([CH2:13]3)[CH2:15]1)[CH2:9]2)=[O:5]

Participants

5

Reactant 3

HCID 6093208Calcium HydroxideHCID 89239442-Chloro-5-methylthio-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamideHCID 125873982-Chlorobenzene-1-carboperoxoic acid

Product 1

HCID 183815322-Chloro-5-methylsulphinyl-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamideYield 110%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of amide from Example 38 (0.2 g) in chloroform (5 ml) was treated with 70% m chloroperbenzoic acid (0.14 g). The reaction mixture was stirred for two days, calcium hydroxide (0.09 g) added and after stirring for a further 0.5 h the mixture was filtered. The filtrate was concentrated under reduced pressure to yield the sub-title product as a white solid (0.23 g).

Workup

  1. stirringafter stirring for a further 0.5 h the mixture
  2. filtrationwas filtered
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9e7c3ea9a8eb4df0897415036179a18f
Source dataset
uspto-grants-2001_03
Patent number
US06201024B1

Linked notes

Loading…