Methanol → HCID 53776172, compound

HRID 1730758Notes

Reaction equation

HRID 1730758 reaction equation
[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][C:4]([CH:7]([S:9]([CH2:12][C:13]([OH:15])=[O:14])(=[O:11])=[O:10])[CH3:8])=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)=O.[CH3:27]O>>[CH3:27][O:14][C:13](=[O:15])[CH2:12][S:9]([CH:7]([C:4]1[CH:3]=[CH:2][C:1]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:6][CH:5]=1)[CH3:8])(=[O:11])=[O:10]

Participants

4

Reactant 3

HCID 887MethanolHCID 24813Phosphorus oxychlorideHCID 20348764HCID 20348764, compound

Product 1

HCID 53776172HCID 53776172, compound

Conditions

Temperature
35 °C

Procedure

17.0 gm (56 millimols) of [1-(4-biphenylyl)-ethyl-sulfonyl]-acetic acid were dissolved in 100 ml of methanol, and 3 ml of phosphorus oxychloride were added to the solution while cooling on ice. The mixture was heated to 35° C and was then allowed to stand overnight at room temperature. The crystalline reacton product which had separated out was suction-filtered off and recrystallized from 50 ml of isopropanol. Yield: 14.8 gm (83% of theory); m.p. 79°-80° C.

Workup

  1. temperaturewhile cooling on ice
  2. customThe crystalline reacton product which had separated out
  3. filtrationwas suction-filtered off
  4. customrecrystallized from 50 ml of isopropanol

Sources & evidence

ORD record
ord-6b542330cdbd489b9bfdeadf5508a723
Source dataset
uspto-grants-1976_11
Patent number
US03993683

Reaction notes

Loading…