Glycerol → HCID 178506435, compound

HRID 1766633Notes

Reaction equation

HRID 1766633 reaction equation
[F:1][P-:2]([F:7])([F:6])([F:5])([F:4])[F:3].F[C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[CH:17][CH:18]=[C:19]3[C:28]=2[S:27][C:26]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[SH+:20]3)=[CH:11][CH:10]=1.[OH:29][CH2:30][CH:31]([CH2:33][OH:34])[OH:32].[OH-].[K+].O>ClCCl>[F:1][P-:2]([F:7])([F:6])([F:5])([F:4])[F:3].[OH:32][CH:31]([CH2:33][OH:34])[CH2:30][O:29][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[CH:17][CH:18]=[C:19]3[C:28]=2[S:27][C:26]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[SH+:20]3)=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 753GlycerolHCID 962WaterHCID 14797Potassium HydroxideHCID 178506433HCID 178506433, compound

Product 1

HCID 178506435HCID 178506435, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
120 °C

Procedure

To a 3 necked round bottom flask 0.2 g (438.6 mmol) of 9-(4-fluoro-phenyl)-thianthrenium hexafluorophosphate and 10 g of glycerol were added. The suspension was stirred at 120° C. until complete dissolution. Then 50 mg of potassium hydroxide were added and stirred for 10 minutes and the mixture was poured into water. Dichloromethane was added and the organic layer was washed and dried (Na2SO4). Removal of the solvent under vacuum gave a white solid (0.17 g, 73.4%).

Workup

  1. stirringstirred for 10 minutes
  2. washthe organic layer was washed
  3. dry with materialdried (Na2SO4)
  4. customRemoval of the solvent under vacuum

Sources & evidence

ORD record
ord-dfa61809de284a51a35bfaa7ac664988
Source dataset
uspto-grants-2007_06
Patent number
US07230121B2

Reaction notes

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