Diethyl Ether → HCID 53835338, compound

HRID 1905827Notes

Reaction equation

HRID 1905827 reaction equation
[CH2:1]([O:3][N:4]=[C:5]([CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15][CH:16]([CH3:19])[CH2:17][CH3:18])=[CH:11][CH:10]=1)[CH3:6])[CH3:2].I([O-])(=O)(=O)=[O:21].[Na+].CCOCC>CO.O>[CH2:1]([O:3][N:4]=[C:5]([CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([CH:16]([CH3:19])[CH2:17][CH3:18])=[O:21])=[CH:11][CH:10]=1)[CH3:6])[CH3:2]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 23667635Sodium periodateHCID 53754900HCID 53754900, compound

Product 1

HCID 53835338HCID 53835338, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of 4-(1-methylpropylthio)phenoxyacetone O-ethyloxime (7.1 mmol) in 10 ml of methanol at 0° is added, dropwise over 5 min., sodium periodate (1.67 g, 7.8 mmol) in 13 ml of water. The mixture is stirred for 3 hours while warming to RT. The reaction is worked up by addition of water and extraction with ether. The combined organic extracts are washed with saturated sodium thiosulfate, with water and with brine, dried and solvent evaporated off to give 4-(1-methylpropylsulfinyl)phenoxyacetone O-ethyloxime.

Workup

  1. washThe combined organic extracts are washed with saturated sodium thiosulfate, with water and with brine
  2. customdried
  3. customsolvent evaporated off

Sources & evidence

ORD record
ord-053a87b3f488417997f0fc7f898b7f6a
Source dataset
uspto-grants-1987_03
Patent number
US04647698

Reaction notes

Loading…